KR101317923B1 - 유기 발광 재료 및 유기 발광 소자 - Google Patents
유기 발광 재료 및 유기 발광 소자 Download PDFInfo
- Publication number
- KR101317923B1 KR101317923B1 KR1020127017497A KR20127017497A KR101317923B1 KR 101317923 B1 KR101317923 B1 KR 101317923B1 KR 1020127017497 A KR1020127017497 A KR 1020127017497A KR 20127017497 A KR20127017497 A KR 20127017497A KR 101317923 B1 KR101317923 B1 KR 101317923B1
- Authority
- KR
- South Korea
- Prior art keywords
- light emitting
- organic light
- organic
- emitting material
- group
- Prior art date
Links
- 239000000463 material Substances 0.000 title claims abstract description 110
- 150000001875 compounds Chemical class 0.000 claims abstract description 83
- 230000005284 excitation Effects 0.000 claims abstract description 79
- 239000000758 substrate Substances 0.000 claims abstract description 24
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims abstract description 22
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 19
- 125000001424 substituent group Chemical group 0.000 claims abstract description 15
- 239000001257 hydrogen Substances 0.000 claims abstract description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 13
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 7
- 230000003111 delayed effect Effects 0.000 claims description 47
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 abstract description 12
- VVVPGLRKXQSQSZ-UHFFFAOYSA-N indolo[3,2-c]carbazole Chemical group C1=CC=CC2=NC3=C4C5=CC=CC=C5N=C4C=CC3=C21 VVVPGLRKXQSQSZ-UHFFFAOYSA-N 0.000 abstract description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 2
- 239000010410 layer Substances 0.000 description 143
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 39
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 30
- 230000000903 blocking effect Effects 0.000 description 29
- 239000013078 crystal Substances 0.000 description 29
- 239000010409 thin film Substances 0.000 description 28
- 239000000243 solution Substances 0.000 description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 238000003756 stirring Methods 0.000 description 21
- 239000000203 mixture Substances 0.000 description 19
- 239000012044 organic layer Substances 0.000 description 19
- -1 thiophthene Chemical compound 0.000 description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 238000002347 injection Methods 0.000 description 18
- 239000007924 injection Substances 0.000 description 18
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 18
- 235000019341 magnesium sulphate Nutrition 0.000 description 18
- 238000001816 cooling Methods 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical class CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 13
- 238000011156 evaluation Methods 0.000 description 13
- 239000011521 glass Substances 0.000 description 13
- 238000003786 synthesis reaction Methods 0.000 description 13
- 229910008449 SnF 2 Inorganic materials 0.000 description 11
- 229910052782 aluminium Inorganic materials 0.000 description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- XSCHRSMBECNVNS-UHFFFAOYSA-N benzopyrazine Natural products N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 10
- 230000005525 hole transport Effects 0.000 description 10
- 239000011777 magnesium Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 9
- 238000004440 column chromatography Methods 0.000 description 9
- 239000010408 film Substances 0.000 description 9
- 239000000706 filtrate Substances 0.000 description 9
- 238000001914 filtration Methods 0.000 description 9
- 229910052749 magnesium Inorganic materials 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 0 *C1=C(*)C(*)=C(*)[C@]2C=CC=C(CC[C@](C3CC4)c(c5c6c(*)c(*)c(*)c5*)c3[n]6[Al])C4=CCC12 Chemical compound *C1=C(*)C(*)=C(*)[C@]2C=CC=C(CC[C@](C3CC4)c(c5c6c(*)c(*)c(*)c5*)c3[n]6[Al])C4=CCC12 0.000 description 8
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 8
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 239000012299 nitrogen atmosphere Substances 0.000 description 8
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 238000001771 vacuum deposition Methods 0.000 description 8
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 7
- 238000000295 emission spectrum Methods 0.000 description 7
- 125000001041 indolyl group Chemical group 0.000 description 7
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 6
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 6
- RDOWQLZANAYVLL-UHFFFAOYSA-N phenanthridine Chemical compound C1=CC=C2C3=CC=CC=C3C=NC2=C1 RDOWQLZANAYVLL-UHFFFAOYSA-N 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 238000007740 vapor deposition Methods 0.000 description 6
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 5
- VFUDMQLBKNMONU-UHFFFAOYSA-N 9-[4-(4-carbazol-9-ylphenyl)phenyl]carbazole Chemical group C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=C1 VFUDMQLBKNMONU-UHFFFAOYSA-N 0.000 description 5
- 150000001491 aromatic compounds Chemical class 0.000 description 5
- 238000007872 degassing Methods 0.000 description 5
- 238000000151 deposition Methods 0.000 description 5
- 230000008021 deposition Effects 0.000 description 5
- 239000007772 electrode material Substances 0.000 description 5
- 238000002451 electron ionisation mass spectrometry Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 238000005215 recombination Methods 0.000 description 5
- 230000006798 recombination Effects 0.000 description 5
- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 4
- FLBAYUMRQUHISI-UHFFFAOYSA-N 1,8-naphthyridine Chemical compound N1=CC=CC2=CC=CN=C21 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 description 4
- QOAKRWLMTKEDDL-UHFFFAOYSA-N 10h-indolo[3,2-b]quinoline Chemical compound C1=CC=C2N=C3C4=CC=CC=C4NC3=CC2=C1 QOAKRWLMTKEDDL-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- WCZVZNOTHYJIEI-UHFFFAOYSA-N cinnoline Chemical compound N1=NC=CC2=CC=CC=C21 WCZVZNOTHYJIEI-UHFFFAOYSA-N 0.000 description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical compound C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 0.000 description 4
- 150000004032 porphyrins Chemical class 0.000 description 4
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
- 238000006862 quantum yield reaction Methods 0.000 description 4
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 4
- 239000004332 silver Substances 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 239000012312 sodium hydride Substances 0.000 description 4
- 229910000104 sodium hydride Inorganic materials 0.000 description 4
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 3
- AAQTWLBJPNLKHT-UHFFFAOYSA-N 1H-perimidine Chemical compound N1C=NC2=CC=CC3=CC=CC1=C32 AAQTWLBJPNLKHT-UHFFFAOYSA-N 0.000 description 3
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 3
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthene Chemical compound C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 3
- 229910052738 indium Inorganic materials 0.000 description 3
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 3
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 3
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 150000004866 oxadiazoles Chemical class 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- CPNGPNLZQNNVQM-UHFFFAOYSA-N pteridine Chemical compound N1=CN=CC2=NC=CN=C21 CPNGPNLZQNNVQM-UHFFFAOYSA-N 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000004544 sputter deposition Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- DXBHBZVCASKNBY-UHFFFAOYSA-N 1,2-Benz(a)anthracene Chemical compound C1=CC=C2C3=CC4=CC=CC=C4C=C3C=CC2=C1 DXBHBZVCASKNBY-UHFFFAOYSA-N 0.000 description 2
- IGSHMTAIZMQDBQ-UHFFFAOYSA-N 1-(triazin-4-yl)indolo[3,2-c]carbazole Chemical compound C=1C=CC=C2C=1N=C(C1=C34)C2=CC=C1N=C3C=CC=C4C1=CC=NN=N1 IGSHMTAIZMQDBQ-UHFFFAOYSA-N 0.000 description 2
- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-UHFFFAOYSA-N 0.000 description 2
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- JQPFYXFVUKHERX-UHFFFAOYSA-N 2-hydroxy-2-cyclohexen-1-one Natural products OC1=CCCCC1=O JQPFYXFVUKHERX-UHFFFAOYSA-N 0.000 description 2
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 description 2
- OXPDQFOKSZYEMJ-UHFFFAOYSA-N 2-phenylpyrimidine Chemical compound C1=CC=CC=C1C1=NC=CC=N1 OXPDQFOKSZYEMJ-UHFFFAOYSA-N 0.000 description 2
- VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical compound C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 description 2
- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- CUFNKYGDVFVPHO-UHFFFAOYSA-N azulene Chemical compound C1=CC=CC2=CC=CC2=C1 CUFNKYGDVFVPHO-UHFFFAOYSA-N 0.000 description 2
- ZAENXHXQWSDUOG-UHFFFAOYSA-N benzene;iodine Chemical compound [I].C1=CC=CC=C1 ZAENXHXQWSDUOG-UHFFFAOYSA-N 0.000 description 2
- 229940049706 benzodiazepine Drugs 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- VPUGDVKSAQVFFS-UHFFFAOYSA-N coronene Chemical compound C1=C(C2=C34)C=CC3=CC=C(C=C3)C4=C4C3=CC=C(C=C3)C4=C2C3=C1 VPUGDVKSAQVFFS-UHFFFAOYSA-N 0.000 description 2
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical compound O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 125000004663 dialkyl amino group Chemical group 0.000 description 2
- 125000004986 diarylamino group Chemical group 0.000 description 2
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 description 2
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 230000005281 excited state Effects 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229960005544 indolocarbazole Drugs 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 2
- JOVOSQBPPZZESK-UHFFFAOYSA-N phenylhydrazine hydrochloride Chemical compound Cl.NNC1=CC=CC=C1 JOVOSQBPPZZESK-UHFFFAOYSA-N 0.000 description 2
- 229940038531 phenylhydrazine hydrochloride Drugs 0.000 description 2
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 description 2
- GBROPGWFBFCKAG-UHFFFAOYSA-N picene Chemical compound C1=CC2=C3C=CC=CC3=CC=C2C2=C1C1=CC=CC=C1C=C2 GBROPGWFBFCKAG-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- CACULOZOWQKVIW-UHFFFAOYSA-N quindoline Natural products c1ccc2c(c1)nc1cc3ccccc3[nH]c21 CACULOZOWQKVIW-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- 239000012780 transparent material Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- SSJXIUAHEKJCMH-PHDIDXHHSA-N (1r,2r)-cyclohexane-1,2-diamine Chemical class N[C@@H]1CCCC[C@H]1N SSJXIUAHEKJCMH-PHDIDXHHSA-N 0.000 description 1
- MRBZYVMZUBUDAX-UHFFFAOYSA-N (3,5-diphenylphenyl)boronic acid Chemical compound C=1C(B(O)O)=CC(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 MRBZYVMZUBUDAX-UHFFFAOYSA-N 0.000 description 1
- XPEIJWZLPWNNOK-UHFFFAOYSA-N (4-phenylphenyl)boronic acid Chemical compound C1=CC(B(O)O)=CC=C1C1=CC=CC=C1 XPEIJWZLPWNNOK-UHFFFAOYSA-N 0.000 description 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 description 1
- 125000000204 (C2-C4) acyl group Chemical group 0.000 description 1
- CSNIZNHTOVFARY-UHFFFAOYSA-N 1,2-benzothiazole Chemical compound C1=CC=C2C=NSC2=C1 CSNIZNHTOVFARY-UHFFFAOYSA-N 0.000 description 1
- KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical compound C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 description 1
- RZEMXCXZMMENMI-UHFFFAOYSA-N 1,2-diphenyl-9h-carbazole Chemical compound C1=CC=CC=C1C1=CC=C(C=2C(=CC=CC=2)N2)C2=C1C1=CC=CC=C1 RZEMXCXZMMENMI-UHFFFAOYSA-N 0.000 description 1
- ZNVZNEACQAUNGE-UHFFFAOYSA-N 1,2-diphenylnaphthalene Chemical compound C1=CC=CC=C1C1=CC=C(C=CC=C2)C2=C1C1=CC=CC=C1 ZNVZNEACQAUNGE-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
- ODIRBFFBCSTPTO-UHFFFAOYSA-N 1,3-selenazole Chemical compound C1=C[se]C=N1 ODIRBFFBCSTPTO-UHFFFAOYSA-N 0.000 description 1
- PYWQACMPJZLKOQ-UHFFFAOYSA-N 1,3-tellurazole Chemical compound [Te]1C=CN=C1 PYWQACMPJZLKOQ-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- KQZLRWGGWXJPOS-NLFPWZOASA-N 1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-6-[(4S,5R)-4-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylcyclohexen-1-yl]pyrazolo[3,4-b]pyrazine-3-carbonitrile Chemical compound ClC1=C(C=CC(=C1)Cl)[C@@H](C)N1N=C(C=2C1=NC(=CN=2)C1=CC[C@@H]([C@@H](C1)C)N1[C@@H](CCC1)CO)C#N KQZLRWGGWXJPOS-NLFPWZOASA-N 0.000 description 1
- VERMWGQSKPXSPZ-BUHFOSPRSA-N 1-[(e)-2-phenylethenyl]anthracene Chemical class C=1C=CC2=CC3=CC=CC=C3C=C2C=1\C=C\C1=CC=CC=C1 VERMWGQSKPXSPZ-BUHFOSPRSA-N 0.000 description 1
- BODVWELZYMTBLU-UHFFFAOYSA-N 1-[2-(9h-carbazol-1-yl)phenyl]-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2C1=CC=CC=C1C1=CC=CC2=C1NC1=CC=CC=C12 BODVWELZYMTBLU-UHFFFAOYSA-N 0.000 description 1
- ZHFLRRPGAVPNMB-UHFFFAOYSA-N 1-[3-(9h-carbazol-1-yl)phenyl]-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2C1=CC(C2=C3NC=4C(C3=CC=C2)=CC=CC=4)=CC=C1 ZHFLRRPGAVPNMB-UHFFFAOYSA-N 0.000 description 1
- IERDDDBDINUYCD-UHFFFAOYSA-N 1-[4-[4-(9h-carbazol-1-yl)phenyl]phenyl]-9h-carbazole Chemical group C12=CC=CC=C2NC2=C1C=CC=C2C(C=C1)=CC=C1C(C=C1)=CC=C1C1=C2NC3=CC=CC=C3C2=CC=C1 IERDDDBDINUYCD-UHFFFAOYSA-N 0.000 description 1
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 1
- YAVCXSHORWKJQQ-UHFFFAOYSA-N 1-phenyl-2-(2-phenylphenyl)benzene Chemical group C1=CC=CC=C1C1=CC=CC=C1C1=CC=CC=C1C1=CC=CC=C1 YAVCXSHORWKJQQ-UHFFFAOYSA-N 0.000 description 1
- FBTOLQFRGURPJH-UHFFFAOYSA-N 1-phenyl-9h-carbazole Chemical compound C1=CC=CC=C1C1=CC=CC2=C1NC1=CC=CC=C12 FBTOLQFRGURPJH-UHFFFAOYSA-N 0.000 description 1
- BVACUJQPTVTTDA-UHFFFAOYSA-N 1-phenylindolo[3,2-c]carbazole Chemical compound C1=CC=CC=C1C(C1=C23)=CC=CC1=NC2=CC=C1C3=NC2=CC=CC=C21 BVACUJQPTVTTDA-UHFFFAOYSA-N 0.000 description 1
- IYDMICQAKLQHLA-UHFFFAOYSA-N 1-phenylnaphthalene Chemical compound C1=CC=CC=C1C1=CC=CC2=CC=CC=C12 IYDMICQAKLQHLA-UHFFFAOYSA-N 0.000 description 1
- RYRWEARAZNCZNZ-UHFFFAOYSA-N 1-pyridin-2-ylindolo[3,2-c]carbazole Chemical compound N1=CC=CC=C1C(C1=C23)=CC=CC1=NC2=CC=C1C3=NC2=CC=CC=C21 RYRWEARAZNCZNZ-UHFFFAOYSA-N 0.000 description 1
- JBOSRQNNZSJGGT-UHFFFAOYSA-N 10H-phenotellurazine Chemical compound C1=CC=C2NC3=CC=CC=C3[Te]C2=C1 JBOSRQNNZSJGGT-UHFFFAOYSA-N 0.000 description 1
- ILFYOWGJBKEMSK-UHFFFAOYSA-N 10h-phenoselenazine Chemical compound C1=CC=C2NC3=CC=CC=C3[Se]C2=C1 ILFYOWGJBKEMSK-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical compound N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 description 1
- MVWPVABZQQJTPL-UHFFFAOYSA-N 2,3-diphenylcyclohexa-2,5-diene-1,4-dione Chemical class O=C1C=CC(=O)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 MVWPVABZQQJTPL-UHFFFAOYSA-N 0.000 description 1
- WKAXDAMWMOBXMP-UHFFFAOYSA-N 2,3-diphenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CN=C1C1=CC=CC=C1 WKAXDAMWMOBXMP-UHFFFAOYSA-N 0.000 description 1
- JFJNVIPVOCESGZ-UHFFFAOYSA-N 2,3-dipyridin-2-ylpyridine Chemical compound N1=CC=CC=C1C1=CC=CN=C1C1=CC=CC=N1 JFJNVIPVOCESGZ-UHFFFAOYSA-N 0.000 description 1
- UXGVMFHEKMGWMA-UHFFFAOYSA-N 2-benzofuran Chemical compound C1=CC=CC2=COC=C21 UXGVMFHEKMGWMA-UHFFFAOYSA-N 0.000 description 1
- LYTMVABTDYMBQK-UHFFFAOYSA-N 2-benzothiophene Chemical compound C1=CC=CC2=CSC=C21 LYTMVABTDYMBQK-UHFFFAOYSA-N 0.000 description 1
- HKOAFLAGUQUJQG-UHFFFAOYSA-N 2-pyrimidin-2-ylpyrimidine Chemical compound N1=CC=CN=C1C1=NC=CC=N1 HKOAFLAGUQUJQG-UHFFFAOYSA-N 0.000 description 1
- JOWLUTHJWQYFOH-UHFFFAOYSA-N 3-[3-[3-[3,5-bis(3-pyridin-3-ylphenyl)phenyl]-5-(3-pyridin-3-ylphenyl)phenyl]phenyl]pyridine Chemical group C1=CN=CC(C=2C=C(C=CC=2)C=2C=C(C=C(C=2)C=2C=C(C=CC=2)C=2C=NC=CC=2)C=2C=C(C=C(C=2)C=2C=C(C=CC=2)C=2C=NC=CC=2)C=2C=C(C=CC=2)C=2C=NC=CC=2)=C1 JOWLUTHJWQYFOH-UHFFFAOYSA-N 0.000 description 1
- HHVGZHHLRBNWAD-UHFFFAOYSA-N 4,6-diphenyltriazine Chemical compound C1=CC=CC=C1C1=CC(C=2C=CC=CC=2)=NN=N1 HHVGZHHLRBNWAD-UHFFFAOYSA-N 0.000 description 1
- YUXBNNVWBUTOQZ-UHFFFAOYSA-N 4-phenyltriazine Chemical compound C1=CC=CC=C1C1=CC=NN=N1 YUXBNNVWBUTOQZ-UHFFFAOYSA-N 0.000 description 1
- RDFSPMPXDYGXHP-UHFFFAOYSA-N 6h-indolo[2,3-b]quinoline Chemical compound C1=CC=C2C=C3C4=CC=CC=C4NC3=NC2=C1 RDFSPMPXDYGXHP-UHFFFAOYSA-N 0.000 description 1
- QXYHKUJFIUZARP-UHFFFAOYSA-N 7h-indolo[3,2-c]acridine Chemical compound C1=CC=C2N=C3C4=NC5=CC=CC=C5CC4=CC=C3C2=C1 QXYHKUJFIUZARP-UHFFFAOYSA-N 0.000 description 1
- ZYASLTYCYTYKFC-UHFFFAOYSA-N 9-methylidenefluorene Chemical class C1=CC=C2C(=C)C3=CC=CC=C3C2=C1 ZYASLTYCYTYKFC-UHFFFAOYSA-N 0.000 description 1
- PQJUJGAVDBINPI-UHFFFAOYSA-N 9H-thioxanthene Chemical compound C1=CC=C2CC3=CC=CC=C3SC2=C1 PQJUJGAVDBINPI-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 229910001316 Ag alloy Inorganic materials 0.000 description 1
- OSKRAISUPBTHCP-UHFFFAOYSA-N Benz[j]aceanthrylene Chemical group C1=CC2=CC=CC=C2C2=C1C(C=CC1=CC=C3)=C1C3=C2 OSKRAISUPBTHCP-UHFFFAOYSA-N 0.000 description 1
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 1
- LGZATCAZHJSTPI-UHFFFAOYSA-N C(C1)C=Cc2c1c(c1c(cc3)c4ccccc4[n]1-c1ccccc1)c3[n]2-c(cc1)ccc1-c1cc(-[n]2c3ccccc3c3c2cccc3)cc(-[n]2c(cccc3)c3c3c2cccc3)c1 Chemical compound C(C1)C=Cc2c1c(c1c(cc3)c4ccccc4[n]1-c1ccccc1)c3[n]2-c(cc1)ccc1-c1cc(-[n]2c3ccccc3c3c2cccc3)cc(-[n]2c(cccc3)c3c3c2cccc3)c1 LGZATCAZHJSTPI-UHFFFAOYSA-N 0.000 description 1
- BPKYOEGCZPOURF-UHFFFAOYSA-N C(C1)C=Cc2c1c(cc(c(c1ccccc11)c3)[n]1-c1ccccc1)c3[n]2-c(cc1)ccc1-c1cc(-c(cc2)ccc2-[n]2c(cc(c3ccccc3[n]3-c4ccccc4)c3c3)c3c3c2cccc3)cc(-c(cc2)ccc2-[n](c(cccc2)c2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)c1 Chemical compound C(C1)C=Cc2c1c(cc(c(c1ccccc11)c3)[n]1-c1ccccc1)c3[n]2-c(cc1)ccc1-c1cc(-c(cc2)ccc2-[n]2c(cc(c3ccccc3[n]3-c4ccccc4)c3c3)c3c3c2cccc3)cc(-c(cc2)ccc2-[n](c(cccc2)c2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)c1 BPKYOEGCZPOURF-UHFFFAOYSA-N 0.000 description 1
- TYFFGFLPEXNZKM-UHFFFAOYSA-N C(C1c2ccc(c(cccc3)c3[n]3-c4nc(-c5ccccc5)nc(-[n](c(cccc5)c5c5ccc6c7ccccc77)c5c6[n]7-c5ccccc5)n4)c3c22)C=CC=C1N2c1ccccc1 Chemical compound C(C1c2ccc(c(cccc3)c3[n]3-c4nc(-c5ccccc5)nc(-[n](c(cccc5)c5c5ccc6c7ccccc77)c5c6[n]7-c5ccccc5)n4)c3c22)C=CC=C1N2c1ccccc1 TYFFGFLPEXNZKM-UHFFFAOYSA-N 0.000 description 1
- ICLXORQUZAEDGJ-UHFFFAOYSA-N C([n]1c2ccccc2c2c1cccc2)[n+]([n-]1)c(-[n]2c(c(c3ccccc33)c(cc4)[n]3-c3nc(-[n]5c6ccccc6c6c5cccc6)nc(-[n]5c6ccccc6c6c5cccc6)n3)c4c3c2cccc3)nc1-[n]1c2ccccc2c2c1cccc2 Chemical compound C([n]1c2ccccc2c2c1cccc2)[n+]([n-]1)c(-[n]2c(c(c3ccccc33)c(cc4)[n]3-c3nc(-[n]5c6ccccc6c6c5cccc6)nc(-[n]5c6ccccc6c6c5cccc6)n3)c4c3c2cccc3)nc1-[n]1c2ccccc2c2c1cccc2 ICLXORQUZAEDGJ-UHFFFAOYSA-N 0.000 description 1
- VYLLWVUWYLOWFM-UHFFFAOYSA-N C([n]1c2ccccc2c2c1cccc2)[n+]([n-]1)c(-[n]2c3ccccc3c3c2cccc3)nc1-[n](c1ccccc11)c(cc2)c1c1c2c(cccc2)c2[n]1-c1nc(-[n]2c3ccccc3c3c2cccc3)cc(-[n]2c3ccccc3c3c2cccc3)n1 Chemical compound C([n]1c2ccccc2c2c1cccc2)[n+]([n-]1)c(-[n]2c3ccccc3c3c2cccc3)nc1-[n](c1ccccc11)c(cc2)c1c1c2c(cccc2)c2[n]1-c1nc(-[n]2c3ccccc3c3c2cccc3)cc(-[n]2c3ccccc3c3c2cccc3)n1 VYLLWVUWYLOWFM-UHFFFAOYSA-N 0.000 description 1
- ASAUSCJUMLKVIO-KDNZLOOTSA-N C/C(/c1nc(-[n](c2ccccc2c2ccc3c4c5cccc4)c2c3[n]5-c2ncccc2)nc(-c2ccccc2)n1)=C\C=C/C=C Chemical compound C/C(/c1nc(-[n](c2ccccc2c2ccc3c4c5cccc4)c2c3[n]5-c2ncccc2)nc(-c2ccccc2)n1)=C\C=C/C=C ASAUSCJUMLKVIO-KDNZLOOTSA-N 0.000 description 1
- QLNBPVIHOWXWBB-JQZRIWJCSA-N C/C=C\C(\c1ccccc1)=N/C(c1cc(-[n](c2c3cccc2)c(cc2)c3c3c2c2ccccc2[n]3-c2c(cccc3)c3ccc2)ccc1)=C Chemical compound C/C=C\C(\c1ccccc1)=N/C(c1cc(-[n](c2c3cccc2)c(cc2)c3c3c2c2ccccc2[n]3-c2c(cccc3)c3ccc2)ccc1)=C QLNBPVIHOWXWBB-JQZRIWJCSA-N 0.000 description 1
- KAOAPMGSVVIXDI-UHFFFAOYSA-N C1C=CC([n]2c3c(c(cccc4)c4[n]4C(N5)N=C(c6ccccc6)N=C5[n](c5ccccc5c5ccc6c7ccccc77)c5c6[n]7-c5cccc(-c6ccccc6)n5)c4ccc3c3c2cccc3)=NC1c1ccccc1 Chemical compound C1C=CC([n]2c3c(c(cccc4)c4[n]4C(N5)N=C(c6ccccc6)N=C5[n](c5ccccc5c5ccc6c7ccccc77)c5c6[n]7-c5cccc(-c6ccccc6)n5)c4ccc3c3c2cccc3)=NC1c1ccccc1 KAOAPMGSVVIXDI-UHFFFAOYSA-N 0.000 description 1
- NKVFCWRXAGNIIB-UHFFFAOYSA-N C1C=CC([n]2c3ccc(c(cccc4)c4[n]4-c5cc(-[n]6c7ccc(c8ccccc8[n]8-c9cc(-[n]%10c%11ccccc%11c%11c%10cccc%11)ccc9)c8c7c7c6cccc7)ccc5)c4c3c3ccccc23)=CC1[n]1c(cccc2)c2c2c1cccc2 Chemical compound C1C=CC([n]2c3ccc(c(cccc4)c4[n]4-c5cc(-[n]6c7ccc(c8ccccc8[n]8-c9cc(-[n]%10c%11ccccc%11c%11c%10cccc%11)ccc9)c8c7c7c6cccc7)ccc5)c4c3c3ccccc23)=CC1[n]1c(cccc2)c2c2c1cccc2 NKVFCWRXAGNIIB-UHFFFAOYSA-N 0.000 description 1
- DQKKWCNJZIGYPF-UHFFFAOYSA-N C1C=CC=CC1c1nc(-c2cc(-[n](c3ccccc33)c(cc4)c3c3c4c(cccc4)c4[n]3-c3cc(-[n]4c5ccc(c6ccccc6[n]6-c7cc(-c8nc(C9=CC=CC=[I]9)ccc8)ccc7)c6c5c5c4cccc5)ccc3)ccc2)ccc1 Chemical compound C1C=CC=CC1c1nc(-c2cc(-[n](c3ccccc33)c(cc4)c3c3c4c(cccc4)c4[n]3-c3cc(-[n]4c5ccc(c6ccccc6[n]6-c7cc(-c8nc(C9=CC=CC=[I]9)ccc8)ccc7)c6c5c5c4cccc5)ccc3)ccc2)ccc1 DQKKWCNJZIGYPF-UHFFFAOYSA-N 0.000 description 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 1
- 125000005865 C2-C10alkynyl group Chemical group 0.000 description 1
- UKYZPNVBGWVUCD-UHFFFAOYSA-N CC(C1c(cccc2)c2-c2ccccc2C1)C1=CC=CC([n]2c3c(c(CCC=C4)c4[n]4-c5cccc(-[n]6c7c(c(cccc8)c8[n]8-c9ccccc9)c8ccc7c7c6cccc7)c5)c4ccc3c3ccccc23)=CCC1C Chemical compound CC(C1c(cccc2)c2-c2ccccc2C1)C1=CC=CC([n]2c3c(c(CCC=C4)c4[n]4-c5cccc(-[n]6c7c(c(cccc8)c8[n]8-c9ccccc9)c8ccc7c7c6cccc7)c5)c4ccc3c3ccccc23)=CCC1C UKYZPNVBGWVUCD-UHFFFAOYSA-N 0.000 description 1
- PRPZJTZWHUAIAF-UHFFFAOYSA-N CN(C(N1)[n](c2c3cccc2)c(cc2)c3c3c2c2ccccc2[n]3-c2ccccc2)c(nc2)c1nc2-c1ccccc1 Chemical compound CN(C(N1)[n](c2c3cccc2)c(cc2)c3c3c2c2ccccc2[n]3-c2ccccc2)c(nc2)c1nc2-c1ccccc1 PRPZJTZWHUAIAF-UHFFFAOYSA-N 0.000 description 1
- ORUNRICSJHPMDX-NOSWNXKISA-N CN/C(/c1ccccc1)=C\C(\c1cccc(-[n](c(cccc2)c2c2c3)c2cc2c3c(cccc3)c3[n]2-c2c(cccc3)c3ccc2)c1)=C/Cc1ccccc1 Chemical compound CN/C(/c1ccccc1)=C\C(\c1cccc(-[n](c(cccc2)c2c2c3)c2cc2c3c(cccc3)c3[n]2-c2c(cccc3)c3ccc2)c1)=C/Cc1ccccc1 ORUNRICSJHPMDX-NOSWNXKISA-N 0.000 description 1
- ZUTJQPKULKCJAI-ONKACFOESA-N C[C@@H](/C=N\C(c1ccccc1)=N)c1nc(-c2cnc(-c3ccccc3)nc2)nc(-[n](c2ccccc2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)n1 Chemical compound C[C@@H](/C=N\C(c1ccccc1)=N)c1nc(-c2cnc(-c3ccccc3)nc2)nc(-[n](c2ccccc2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)n1 ZUTJQPKULKCJAI-ONKACFOESA-N 0.000 description 1
- JVOFKUZPSOTLSU-UHFFFAOYSA-N C[n]1c(-[n](c2c3cccc2)c(cc2)c3c3c2c2ccccc2[n]3-c2ccccc2)nc2c1c(-c1ccccc1)nc(-c1ccccc1)n2 Chemical compound C[n]1c(-[n](c2c3cccc2)c(cc2)c3c3c2c2ccccc2[n]3-c2ccccc2)nc2c1c(-c1ccccc1)nc(-c1ccccc1)n2 JVOFKUZPSOTLSU-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910000799 K alloy Inorganic materials 0.000 description 1
- 229910000861 Mg alloy Inorganic materials 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- GVKOQZUIDSXJKO-UHFFFAOYSA-N N/C(/[n](c(cccc1)c1c1ccc2c3ccccc33)c1c2[n]3-c1ccccc1)=N\C([n]1c2ccccc2c(C=CC2c3ccccc33)c1C2N3c1ccccc1)=N Chemical compound N/C(/[n](c(cccc1)c1c1ccc2c3ccccc33)c1c2[n]3-c1ccccc1)=N\C([n]1c2ccccc2c(C=CC2c3ccccc33)c1C2N3c1ccccc1)=N GVKOQZUIDSXJKO-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 229920000144 PEDOT:PSS Polymers 0.000 description 1
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical class N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 229910006404 SnO 2 Inorganic materials 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- XBDYBAVJXHJMNQ-UHFFFAOYSA-N Tetrahydroanthracene Natural products C1=CC=C2C=C(CCCC3)C3=CC2=C1 XBDYBAVJXHJMNQ-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- SLGBZMMZGDRARJ-UHFFFAOYSA-N Triphenylene Natural products C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C2=C1 SLGBZMMZGDRARJ-UHFFFAOYSA-N 0.000 description 1
- YVRQEGLKRIHRCH-UHFFFAOYSA-N [1,4]benzothiazino[2,3-b]phenothiazine Chemical compound S1C2=CC=CC=C2N=C2C1=CC1=NC3=CC=CC=C3SC1=C2 YVRQEGLKRIHRCH-UHFFFAOYSA-N 0.000 description 1
- AHWXCYJGJOLNFA-UHFFFAOYSA-N [1,4]benzoxazino[2,3-b]phenoxazine Chemical compound O1C2=CC=CC=C2N=C2C1=CC1=NC3=CC=CC=C3OC1=C2 AHWXCYJGJOLNFA-UHFFFAOYSA-N 0.000 description 1
- CUQSRMDMEAKIKV-UHFFFAOYSA-N [AlH2][n]1cccc1 Chemical compound [AlH2][n]1cccc1 CUQSRMDMEAKIKV-UHFFFAOYSA-N 0.000 description 1
- FYNZMQVSXQQRNQ-UHFFFAOYSA-J [Sn](F)(F)(F)F.C(C)C1=C(C=2C=C3C(=C(C(=CC=4C(=C(C(=CC5=C(C(=C(N5)C=C1N2)CC)CC)N4)CC)CC)N3)CC)CC)CC Chemical compound [Sn](F)(F)(F)F.C(C)C1=C(C=2C=C3C(=C(C(=CC=4C(=C(C(=CC5=C(C(=C(N5)C=C1N2)CC)CC)N4)CC)CC)N3)CC)CC)CC FYNZMQVSXQQRNQ-UHFFFAOYSA-J 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000004054 acenaphthylenyl group Chemical group C1(=CC2=CC=CC3=CC=CC1=C23)* 0.000 description 1
- HXGDTGSAIMULJN-UHFFFAOYSA-N acetnaphthylene Natural products C1=CC(C=C2)=C3C2=CC=CC3=C1 HXGDTGSAIMULJN-UHFFFAOYSA-N 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 150000008425 anthrones Chemical class 0.000 description 1
- 229940111121 antirheumatic drug quinolines Drugs 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- RFRXIWQYSOIBDI-UHFFFAOYSA-N benzarone Chemical compound CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC=C(O)C=C1 RFRXIWQYSOIBDI-UHFFFAOYSA-N 0.000 description 1
- PYFCLQYKRRBQFK-UHFFFAOYSA-N benzene hydroiodide Chemical compound I.C1=CC=CC=C1 PYFCLQYKRRBQFK-UHFFFAOYSA-N 0.000 description 1
- CYKIHIBNSFRKQP-UHFFFAOYSA-N benzo[f][1]benzothiole Chemical compound C1=CC=C2C=C(SC=C3)C3=CC2=C1 CYKIHIBNSFRKQP-UHFFFAOYSA-N 0.000 description 1
- YEELFSTYCPPLQY-UHFFFAOYSA-N benzo[lmn]phenanthridine Chemical compound C1=CC=C2N=CC3=CC=CC4=CC=C1C2=C43 YEELFSTYCPPLQY-UHFFFAOYSA-N 0.000 description 1
- 125000003310 benzodiazepinyl group Chemical class N1N=C(C=CC2=C1C=CC=C2)* 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- ISLSCCLALRHJRJ-UHFFFAOYSA-N c(cc1)cc(c2ccccc22)c1[n]2-c1cc(-[n]2c3ccccc3c3c2cccc3)nc(-[n](c2ccccc22)c(cc3)c2c2c3c(cccc3)c3[n]2-c2nc(-[n]3c4ccccc4c4c3cccc4)cc(-[n]3c(cccc4)c4c4c3cccc4)n2)n1 Chemical compound c(cc1)cc(c2ccccc22)c1[n]2-c1cc(-[n]2c3ccccc3c3c2cccc3)nc(-[n](c2ccccc22)c(cc3)c2c2c3c(cccc3)c3[n]2-c2nc(-[n]3c4ccccc4c4c3cccc4)cc(-[n]3c(cccc4)c4c4c3cccc4)n2)n1 ISLSCCLALRHJRJ-UHFFFAOYSA-N 0.000 description 1
- YFLIPHWYYALQLI-UHFFFAOYSA-N c(cc1)cc(c2ccccc22)c1[n]2-c1nc(-[n]2c(cccc3)c3c3ccccc23)cc(-[n](c2ccccc22)c(cc3)c2c2c3c3ccccc3[n]2-c2nc(-[n]3c4ccccc4c4c3cccc4)nc(-[n]3c4ccccc4c4c3cccc4)n2)c1 Chemical compound c(cc1)cc(c2ccccc22)c1[n]2-c1nc(-[n]2c(cccc3)c3c3ccccc23)cc(-[n](c2ccccc22)c(cc3)c2c2c3c3ccccc3[n]2-c2nc(-[n]3c4ccccc4c4c3cccc4)nc(-[n]3c4ccccc4c4c3cccc4)n2)c1 YFLIPHWYYALQLI-UHFFFAOYSA-N 0.000 description 1
- JGVQYLGKUAVLDK-UHFFFAOYSA-N c(cc1)cc(c2ccccc22)c1[n]2-c1nc(-c2cccc(-[n]3c(cc(c(c4c5cccc4)c4)[n]5-c5cc(-c6cccc(-[n]7c(cccc8)c8c8c7cccc8)n6)ccc5)c4c4c3cccc4)c2)ccc1 Chemical compound c(cc1)cc(c2ccccc22)c1[n]2-c1nc(-c2cccc(-[n]3c(cc(c(c4c5cccc4)c4)[n]5-c5cc(-c6cccc(-[n]7c(cccc8)c8c8c7cccc8)n6)ccc5)c4c4c3cccc4)c2)ccc1 JGVQYLGKUAVLDK-UHFFFAOYSA-N 0.000 description 1
- SIWJLQDVOGIHIF-UHFFFAOYSA-N c(cc1)ccc1-[n](c(cccc1)c1c1c2)c1cc(c1c3cccc1)c2[n]3-c(cc1)ccc1-[n](c(cccc1)c1c1ccc2c3ccccc33)c1c2[n]3-c1ccccc1 Chemical compound c(cc1)ccc1-[n](c(cccc1)c1c1c2)c1cc(c1c3cccc1)c2[n]3-c(cc1)ccc1-[n](c(cccc1)c1c1ccc2c3ccccc33)c1c2[n]3-c1ccccc1 SIWJLQDVOGIHIF-UHFFFAOYSA-N 0.000 description 1
- GVLBFLBNWSZRCH-UHFFFAOYSA-N c(cc1)ccc1-[n](c1ccccc1c1c2)c1cc(c1c3cccc1)c2[n]3-c(cc1)ccc1-c1cc(-c(cc2)ccc2-[n](c(cccc2)c2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)ccc1 Chemical compound c(cc1)ccc1-[n](c1ccccc1c1c2)c1cc(c1c3cccc1)c2[n]3-c(cc1)ccc1-c1cc(-c(cc2)ccc2-[n](c(cccc2)c2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)ccc1 GVLBFLBNWSZRCH-UHFFFAOYSA-N 0.000 description 1
- NFPMQMFKTRMTFU-UHFFFAOYSA-N c(cc1)ccc1-[n](c1ccccc1c1c2)c1cc(c1c3cccc1)c2[n]3-c1cc(-c2cc(-[n](c(cccc3)c3c3ccc4c5c6cccc5)c3c4[n]6-c3ccccc3)cc(-[n](c(cccc3)c3c3ccc4c5c6cccc5)c3c4[n]6-c3ccccc3)c2)cc(-[n]2c(cc(c(cccc3)c3[n]3-c4ccccc4)c3c3)c3c3c2cccc3)c1 Chemical compound c(cc1)ccc1-[n](c1ccccc1c1c2)c1cc(c1c3cccc1)c2[n]3-c1cc(-c2cc(-[n](c(cccc3)c3c3ccc4c5c6cccc5)c3c4[n]6-c3ccccc3)cc(-[n](c(cccc3)c3c3ccc4c5c6cccc5)c3c4[n]6-c3ccccc3)c2)cc(-[n]2c(cc(c(cccc3)c3[n]3-c4ccccc4)c3c3)c3c3c2cccc3)c1 NFPMQMFKTRMTFU-UHFFFAOYSA-N 0.000 description 1
- LHHMCDSDQWRFKS-UHFFFAOYSA-N c(cc1)ccc1-[n](c1ccccc1c1c2)c1cc(c1ccccc11)c2[n]1-c1cccc(-[n](c(cccc2)c2c2c(c3ccccc3[n]3-c4ccccc4)c3c3c4c5cccc4)c2c3[n]5-c2ccccc2)c1 Chemical compound c(cc1)ccc1-[n](c1ccccc1c1c2)c1cc(c1ccccc11)c2[n]1-c1cccc(-[n](c(cccc2)c2c2c(c3ccccc3[n]3-c4ccccc4)c3c3c4c5cccc4)c2c3[n]5-c2ccccc2)c1 LHHMCDSDQWRFKS-UHFFFAOYSA-N 0.000 description 1
- VUXIVDVYBZOOEQ-UHFFFAOYSA-N c(cc1)ccc1-[n](c1ccccc1c1ccc2c3ccccc33)c1c2[n]3-c(cc1)ccc1-c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4ccccc4)c3c(c(cccc3)c3[n]3-c4ccccc4)c3c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n](c1ccccc1c1ccc2c3ccccc33)c1c2[n]3-c(cc1)ccc1-c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4ccccc4)c3c(c(cccc3)c3[n]3-c4ccccc4)c3c2c2c1cccc2 VUXIVDVYBZOOEQ-UHFFFAOYSA-N 0.000 description 1
- KUVCSNYNLMCTHS-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(c(c2c3cccc2)c(cc2)[n]3-c(cc3)c(cccc4)c4c3-c3cc(-[n]4c(cccc5)c5c5c4cccc5)cc(-[n]4c5ccccc5c5c4cccc5)c3)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(c(c2c3cccc2)c(cc2)[n]3-c(cc3)c(cccc4)c4c3-c3cc(-[n]4c(cccc5)c5c5c4cccc5)cc(-[n]4c5ccccc5c5c4cccc5)c3)c2c2ccccc12 KUVCSNYNLMCTHS-UHFFFAOYSA-N 0.000 description 1
- NLVMHAYDWCMPRF-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(c(c2c3cccc2)c(cc2)[n]3-c(cc3)ccc3-[n]3c(cccc4)c4c4c3cccc4)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(c(c2c3cccc2)c(cc2)[n]3-c(cc3)ccc3-[n]3c(cccc4)c4c4c3cccc4)c2c2ccccc12 NLVMHAYDWCMPRF-UHFFFAOYSA-N 0.000 description 1
- BWUJAKFDFOZPEG-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(c(c2c3cccc2)c(cc2)[n]3-c3cccc(-c4cc(-c5cccc(-[n]6c(cccc7)c7c7ccccc67)c5)ccc4)c3)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(c(c2c3cccc2)c(cc2)[n]3-c3cccc(-c4cc(-c5cccc(-[n]6c(cccc7)c7c7ccccc67)c5)ccc4)c3)c2c2ccccc12 BWUJAKFDFOZPEG-UHFFFAOYSA-N 0.000 description 1
- LJTWQSYALWXLDN-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(c2c(cc3)c(cccc4)c4[n]2-c2nc(-c4ccccn4)nc(-c4ccccn4)n2)c3c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(c2c(cc3)c(cccc4)c4[n]2-c2nc(-c4ccccn4)nc(-c4ccccn4)n2)c3c2ccccc12 LJTWQSYALWXLDN-UHFFFAOYSA-N 0.000 description 1
- IENOQUQIVSMWGP-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(c2c(cc3)c4ccccc4[nH]2)c3c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(c2c(cc3)c4ccccc4[nH]2)c3c2ccccc12 IENOQUQIVSMWGP-UHFFFAOYSA-N 0.000 description 1
- KOGABAKKSNIYHH-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(cc(c(c2c3cccc2)c2)[n]3-c3cccc(-[n]4c5ccccc5c5c4cccc5)c3)c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c(cc(c(c2c3cccc2)c2)[n]3-c3cccc(-[n]4c5ccccc5c5c4cccc5)c3)c2c2c1cccc2 KOGABAKKSNIYHH-UHFFFAOYSA-N 0.000 description 1
- QBUCOXKEAKEHBA-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(cc(c(cccc2)c2[n]2-c(cc3)ccc3-c(cc3)ccc3-[n](c(cccc3)c3c3ccc4c5c6cccc5)c3c4[n]6-c3ccccc3)c2c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(cc(c(cccc2)c2[n]2-c(cc3)ccc3-c(cc3)ccc3-[n](c(cccc3)c3c3ccc4c5c6cccc5)c3c4[n]6-c3ccccc3)c2c2)c2c2ccccc12 QBUCOXKEAKEHBA-UHFFFAOYSA-N 0.000 description 1
- FIKCGZQBHFHTHB-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(cc(c(cccc2)c2[n]2-c3cc(-c4cccc(-[n](c5ccccc5c5ccc6c7ccccc77)c5c6[n]7-c5ccccc5)c4)ccc3)c2c2)c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c(cc(c(cccc2)c2[n]2-c3cc(-c4cccc(-[n](c5ccccc5c5ccc6c7ccccc77)c5c6[n]7-c5ccccc5)c4)ccc3)c2c2)c2c2c1cccc2 FIKCGZQBHFHTHB-UHFFFAOYSA-N 0.000 description 1
- OJDSFBPHCIFNCZ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(cc(c2ccccc2[n]2-c3cccc(-[n](c(cccc4)c4c4ccc5c6ccccc66)c4c5[n]6-c4ccccc4)c3)c2c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(cc(c2ccccc2[n]2-c3cccc(-[n](c(cccc4)c4c4ccc5c6ccccc66)c4c5[n]6-c4ccccc4)c3)c2c2)c2c2ccccc12 OJDSFBPHCIFNCZ-UHFFFAOYSA-N 0.000 description 1
- CBQSSZOVZDJZGU-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(-c(cc2)ccc2-[n]2c(c3c(cc4)c(cccc5)c5[n]3-c3ccccc3)c4c3c2cccc3)c2)c2c2c1ccc(-c(cc1)ccc1-[n]1c(cc(c3ccccc3[nH]3)c3c3)c3c3ccccc13)c2 Chemical compound c(cc1)ccc1-[n]1c(ccc(-c(cc2)ccc2-[n]2c(c3c(cc4)c(cccc5)c5[n]3-c3ccccc3)c4c3c2cccc3)c2)c2c2c1ccc(-c(cc1)ccc1-[n]1c(cc(c3ccccc3[nH]3)c3c3)c3c3ccccc13)c2 CBQSSZOVZDJZGU-UHFFFAOYSA-N 0.000 description 1
- DWWSNZGGEFQGES-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c(cc4)ccc4-[n]4c(c5c(cc6)c(cccc7)c7[n]5-c5ccccc5)c6c5ccccc45)c3ccc2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c(cc4)ccc4-[n]4c(c5c(cc6)c(cccc7)c7[n]5-c5ccccc5)c6c5ccccc45)c3ccc2c2c1cccc2 DWWSNZGGEFQGES-UHFFFAOYSA-N 0.000 description 1
- NXMCMLPMXDANOX-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c(cc4)ccc4-c(cc4)ccc4-[n](c4ccccc4c4ccc5c6c7cccc6)c4c5[n]7-c4ccccc4)c3ccc2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c(cc4)ccc4-c(cc4)ccc4-[n](c4ccccc4c4ccc5c6c7cccc6)c4c5[n]7-c4ccccc4)c3ccc2c2c1cccc2 NXMCMLPMXDANOX-UHFFFAOYSA-N 0.000 description 1
- DWCHFHZMBVUASQ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cc(-[n](c5ccccc5c5ccc6c7ccccc77)c5c6[n]7-c5cccc(-[n]6c(cccc7)c7c7c6cccc7)c5)cc(-[n]5c6ccc(c(cccc7)c7[n]7-c8ccccc8)c7c6c6ccccc56)c4)c3ccc2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cc(-[n](c5ccccc5c5ccc6c7ccccc77)c5c6[n]7-c5cccc(-[n]6c(cccc7)c7c7c6cccc7)c5)cc(-[n]5c6ccc(c(cccc7)c7[n]7-c8ccccc8)c7c6c6ccccc56)c4)c3ccc2c2c1cccc2 DWCHFHZMBVUASQ-UHFFFAOYSA-N 0.000 description 1
- ILHICNSVYCMBSP-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cc(-[n]5c(c6c(cc7)c8ccccc8[n]6-c6ccccc6)c7c6ccccc56)ccc4)c3ccc2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cc(-[n]5c(c6c(cc7)c8ccccc8[n]6-c6ccccc6)c7c6ccccc56)ccc4)c3ccc2c2c1cccc2 ILHICNSVYCMBSP-UHFFFAOYSA-N 0.000 description 1
- YDJPZLRWMHKTIB-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cccc(-[n]5c(c(c6ccccc66)c(cc7)[n]6-c6cc(-[n]8c(cccc9)c9c9c8cccc9)cc(-[n]8c(cccc9)c9c9c8cccc9)c6)c7c6c5cccc6)c4)c3ccc2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cccc(-[n]5c(c(c6ccccc66)c(cc7)[n]6-c6cc(-[n]8c(cccc9)c9c9c8cccc9)cc(-[n]8c(cccc9)c9c9c8cccc9)c6)c7c6c5cccc6)c4)c3ccc2c2ccccc12 YDJPZLRWMHKTIB-UHFFFAOYSA-N 0.000 description 1
- KGPGABKLFXGCPV-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cccc(-[n]5c6c(c7ccccc7[n]7-c8cc(-[n]9c(cccc%10)c%10c%10c9cccc%10)ccc8)c7ccc6c6c5cccc6)c4)c3ccc2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cccc(-[n]5c6c(c7ccccc7[n]7-c8cc(-[n]9c(cccc%10)c%10c%10c9cccc%10)ccc8)c7ccc6c6c5cccc6)c4)c3ccc2c2ccccc12 KGPGABKLFXGCPV-UHFFFAOYSA-N 0.000 description 1
- FYLCPJAZZAXLQH-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cccc(-c5cc(-[n](c(cccc6)c6c6ccc7c8c9cccc8)c6c7[n]9-c6ccccc6)ccc5)c4)c3ccc2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2c(c(cccc3)c3[n]3-c4cccc(-c5cc(-[n](c(cccc6)c6c6ccc7c8c9cccc8)c6c7[n]9-c6ccccc6)ccc5)c4)c3ccc2c2ccccc12 FYLCPJAZZAXLQH-UHFFFAOYSA-N 0.000 description 1
- PJBWCTCHVARXQT-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4cc(-[n]5c6ccc(c(cccc7)c7[n]7-c8ccccc8)c7c6c6c5cccc6)ccc4)c3c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4cc(-[n]5c6ccc(c(cccc7)c7[n]7-c8ccccc8)c7c6c6c5cccc6)ccc4)c3c2c2c1cccc2 PJBWCTCHVARXQT-UHFFFAOYSA-N 0.000 description 1
- AFBZDUNZWBNDNM-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4cnc5nccnc5n4)c3c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4cnc5nccnc5n4)c3c2c2ccccc12 AFBZDUNZWBNDNM-UHFFFAOYSA-N 0.000 description 1
- NDMVGVUQPJVRSO-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4nc(ncnc5)c5cn4)c3c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4nc(ncnc5)c5cn4)c3c2c2ccccc12 NDMVGVUQPJVRSO-UHFFFAOYSA-N 0.000 description 1
- FFWWIRULWZDCAL-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4nc5nccnc5cn4)c3c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4nc5nccnc5cn4)c3c2c2ccccc12 FFWWIRULWZDCAL-UHFFFAOYSA-N 0.000 description 1
- FHGRNHFLWRHUII-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4ncc5ncncc5n4)c3c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2ccc(c(cccc3)c3[n]3-c4ncc5ncncc5n4)c3c2c2ccccc12 FHGRNHFLWRHUII-UHFFFAOYSA-N 0.000 description 1
- NDQUGIQIDPYWJZ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2ccc(c3ccccc3[n]3-c4cc(-[n]5c6ccc(c(cccc7)c7[n]7-c8cccc9c8cccc9)c7c6c6c5cccc6)ccc4)c3c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2ccc(c3ccccc3[n]3-c4cc(-[n]5c6ccc(c(cccc7)c7[n]7-c8cccc9c8cccc9)c7c6c6c5cccc6)ccc4)c3c2c2ccccc12 NDQUGIQIDPYWJZ-UHFFFAOYSA-N 0.000 description 1
- LWRABPLVAABIJR-UHFFFAOYSA-N c(cc1)ccc1-c(c(c1ccccc11)c2[N-]1-c1nc(-c3ccccc3)nc(-c3ccccc3)[n-]1)cc(c1ccccc11)c2[n]1-c1ccccc1 Chemical compound c(cc1)ccc1-c(c(c1ccccc11)c2[N-]1-c1nc(-c3ccccc3)nc(-c3ccccc3)[n-]1)cc(c1ccccc11)c2[n]1-c1ccccc1 LWRABPLVAABIJR-UHFFFAOYSA-N 0.000 description 1
- ZXDFYHSBAXGRJF-UHFFFAOYSA-N c(cc1)ccc1-c(nc1)ccc1-c1nc(-[n]2c(c3c(cc4)c5ccccc5[n]3-c3ccccc3)c4c3ccccc23)nc(-c(cc2)cnc2-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c(nc1)ccc1-c1nc(-[n]2c(c3c(cc4)c5ccccc5[n]3-c3ccccc3)c4c3ccccc23)nc(-c(cc2)cnc2-c2ccccc2)n1 ZXDFYHSBAXGRJF-UHFFFAOYSA-N 0.000 description 1
- RJZGBBZIOAXMDL-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n]2c(cc(c(c3ccccc33)c4)[n]3-c3cc(-[n]5c6ccccc6c6c5cccc6)cc(-c5ccccc5)c3)c4c3c2cccc3)cc(-[n]2c3ccccc3c3c2cccc3)c1 Chemical compound c(cc1)ccc1-c1cc(-[n]2c(cc(c(c3ccccc33)c4)[n]3-c3cc(-[n]5c6ccccc6c6c5cccc6)cc(-c5ccccc5)c3)c4c3c2cccc3)cc(-[n]2c3ccccc3c3c2cccc3)c1 RJZGBBZIOAXMDL-UHFFFAOYSA-N 0.000 description 1
- NYJZFRXRHAAVLO-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n]2c3c(c(cccc4)c4[n]4-c5cccc(-[n](c(cccc6)c6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)c5)c4ccc3c3ccccc23)cc(-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1cc(-[n]2c3c(c(cccc4)c4[n]4-c5cccc(-[n](c(cccc6)c6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)c5)c4ccc3c3ccccc23)cc(-c2ccccc2)c1 NYJZFRXRHAAVLO-UHFFFAOYSA-N 0.000 description 1
- XNUQVCQKWXZEMF-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n]2c3c(c(cccc4)c4[n]4-c5nc(-[n](c(cccc6)c6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)nc(-c6ccccc6)n5)c4ccc3c3ccccc23)cc(-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1cc(-[n]2c3c(c(cccc4)c4[n]4-c5nc(-[n](c(cccc6)c6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)nc(-c6ccccc6)n5)c4ccc3c3ccccc23)cc(-c2ccccc2)c1 XNUQVCQKWXZEMF-UHFFFAOYSA-N 0.000 description 1
- AMCBPKJPJHWDOL-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c(cc2)c(cccc3)c3c2-[n](c2c3cccc2)c(cc2)c3c(c3ccccc33)c2[n]3-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)cc(-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1cc(-c(cc2)c(cccc3)c3c2-[n](c2c3cccc2)c(cc2)c3c(c3ccccc33)c2[n]3-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)cc(-c2ccccc2)n1 AMCBPKJPJHWDOL-UHFFFAOYSA-N 0.000 description 1
- YZNGLKWDWTWMOI-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c(cc2)ccc2-[n](c2ccccc2c2c3c4c5cccc4)c2ccc3[n]5-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)cc(-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1cc(-c(cc2)ccc2-[n](c2ccccc2c2c3c4c5cccc4)c2ccc3[n]5-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)cc(-c2ccccc2)n1 YZNGLKWDWTWMOI-UHFFFAOYSA-N 0.000 description 1
- PHSBQXFEPCOPAQ-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c2ccccc2)nc(-[n](c2ccccc2c2ccc3c4ccccc44)c2c3[n]4-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)n1 Chemical compound c(cc1)ccc1-c1cc(-c2ccccc2)nc(-[n](c2ccccc2c2ccc3c4ccccc44)c2c3[n]4-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)n1 PHSBQXFEPCOPAQ-UHFFFAOYSA-N 0.000 description 1
- SFZAYJRDWCVJBR-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-[n]2c3c(c(cccc4)c4[n]4-c5cccc(-[n]6c7c(c(cccc8)c8[n]8-c9ccccc9)c8ccc7c7ccccc67)c5)c4ccc3c3c2cccc3)n1 Chemical compound c(cc1)ccc1-c1cccc(-[n]2c3c(c(cccc4)c4[n]4-c5cccc(-[n]6c7c(c(cccc8)c8[n]8-c9ccccc9)c8ccc7c7ccccc67)c5)c4ccc3c3c2cccc3)n1 SFZAYJRDWCVJBR-UHFFFAOYSA-N 0.000 description 1
- GLDXCTIYULLWCB-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-[n]2c3c(c(cccc4)c4[n]4-c5nc(-[n](c6ccccc6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)nc(-c6ccccc6)n5)c4ccc3c3c2cccc3)n1 Chemical compound c(cc1)ccc1-c1cccc(-[n]2c3c(c(cccc4)c4[n]4-c5nc(-[n](c6ccccc6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)nc(-c6ccccc6)n5)c4ccc3c3c2cccc3)n1 GLDXCTIYULLWCB-UHFFFAOYSA-N 0.000 description 1
- CPRIMDOHBAKIQY-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-[n]2c3c(c4ccccc4[n]4-c5cc(-[n]6c7ccc(c8ccccc8[n]8-c9nc(-c%10ccccc%10)ccc9)c8c7c7c6cccc7)cc(-[n](c(cccc6)c6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)c5)c4ccc3c3c2cccc3)n1 Chemical compound c(cc1)ccc1-c1cccc(-[n]2c3c(c4ccccc4[n]4-c5cc(-[n]6c7ccc(c8ccccc8[n]8-c9nc(-c%10ccccc%10)ccc9)c8c7c7c6cccc7)cc(-[n](c(cccc6)c6c6ccc7c8ccccc88)c6c7[n]8-c6ccccc6)c5)c4ccc3c3c2cccc3)n1 CPRIMDOHBAKIQY-UHFFFAOYSA-N 0.000 description 1
- MMOGXHVVYZJCFD-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c2cc(-[n](c3c4cccc3)c(cc3)c4c4c3c3ccccc3[n]4-c3ccccc3)ccc2)n1 Chemical compound c(cc1)ccc1-c1cccc(-c2cc(-[n](c3c4cccc3)c(cc3)c4c4c3c3ccccc3[n]4-c3ccccc3)ccc2)n1 MMOGXHVVYZJCFD-UHFFFAOYSA-N 0.000 description 1
- QBTTZQNQYIUVBL-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c2cc(-[n]3c4c(c(cccc5)c5[n]5-c6cccc(-[n]7c(c(c8ccccc88)c(cc9)[n]8-c8ccccc8)c9c8c7cccc8)c6)c5ccc4c4ccccc34)ccc2)n1 Chemical compound c(cc1)ccc1-c1cccc(-c2cc(-[n]3c4c(c(cccc5)c5[n]5-c6cccc(-[n]7c(c(c8ccccc88)c(cc9)[n]8-c8ccccc8)c9c8c7cccc8)c6)c5ccc4c4ccccc34)ccc2)n1 QBTTZQNQYIUVBL-UHFFFAOYSA-N 0.000 description 1
- XBVPIOMUNQIFCP-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-[n](c2c3cccc2)c(cc2)c3c3c2c(cccc2)c2[n]3-c2cc(-[n]3c4ccc(c(cccc5)c5[n]5-c6nc(-c7ccccc7)ccc6)c5c4c4c3cccc4)ccc2)ccc1 Chemical compound c(cc1)ccc1-c1nc(-[n](c2c3cccc2)c(cc2)c3c3c2c(cccc2)c2[n]3-c2cc(-[n]3c4ccc(c(cccc5)c5[n]5-c6nc(-c7ccccc7)ccc6)c5c4c4c3cccc4)ccc2)ccc1 XBVPIOMUNQIFCP-UHFFFAOYSA-N 0.000 description 1
- QOPSOENPOGRLPU-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-[n](c2c3cccc2)c(cc2)c3c3c2c(cccc2)c2[n]3-c2ccccc2)nc(-[n](c(cccc2)c2c2ccc3c4ccccc44)c2c3[n]4-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-[n](c2c3cccc2)c(cc2)c3c3c2c(cccc2)c2[n]3-c2ccccc2)nc(-[n](c(cccc2)c2c2ccc3c4ccccc44)c2c3[n]4-c2ccccc2)n1 QOPSOENPOGRLPU-UHFFFAOYSA-N 0.000 description 1
- HIAUSSITLOSYAS-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-[n](c2ccccc22)c3c2c(-c2cc4ccccc4cc2)cc(c2c4cccc2)c3[n]4-c2ccccc2)nc(-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-[n](c2ccccc22)c3c2c(-c2cc4ccccc4cc2)cc(c2c4cccc2)c3[n]4-c2ccccc2)nc(-c2ccccc2)n1 HIAUSSITLOSYAS-UHFFFAOYSA-N 0.000 description 1
- DQHAWLUNLLCFGO-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-[n]2c(c3c(cc4)c5ccccc5[n]3-c3nc(-[n](c5c6cccc5)c(cc5)c6c6c5c5ccccc5[n]6-c5ccccc5)nc(-c5ccccc5)n3)c4c3ccccc23)ccc1 Chemical compound c(cc1)ccc1-c1nc(-[n]2c(c3c(cc4)c5ccccc5[n]3-c3nc(-[n](c5c6cccc5)c(cc5)c6c6c5c5ccccc5[n]6-c5ccccc5)nc(-c5ccccc5)n3)c4c3ccccc23)ccc1 DQHAWLUNLLCFGO-UHFFFAOYSA-N 0.000 description 1
- GFRVCAPXSIOLKJ-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)nc2c1cnc(-c1ccccc1)n2 Chemical compound c(cc1)ccc1-c1nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)nc2c1cnc(-c1ccccc1)n2 GFRVCAPXSIOLKJ-UHFFFAOYSA-N 0.000 description 1
- DICCSULJYUVJBH-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-[n]2c3ccc(c4ccccc4[n]4-c5cc(-[n]6c7ccc(c8ccccc8[n]8-c9ccccc9)c8c7c7c6cccc7)ccc5)c4c3c3c2cccc3)ccc1 Chemical compound c(cc1)ccc1-c1nc(-[n]2c3ccc(c4ccccc4[n]4-c5cc(-[n]6c7ccc(c8ccccc8[n]8-c9ccccc9)c8c7c7c6cccc7)ccc5)c4c3c3c2cccc3)ccc1 DICCSULJYUVJBH-UHFFFAOYSA-N 0.000 description 1
- ITRBWLOXSJJGNH-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c(cc2)ccc2-[n](c2c3cccc2)c(cc2)c3c(c3ccccc33)c2[n]3-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)nc(-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1nc(-c(cc2)ccc2-[n](c2c3cccc2)c(cc2)c3c(c3ccccc33)c2[n]3-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)nc(-c2ccccc2)c1 ITRBWLOXSJJGNH-UHFFFAOYSA-N 0.000 description 1
- VSQIRJUOOAIYMR-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c(cc2)ccc2-[n](c2ccccc22)c(cc3)c2c(c2c4cccc2)c3[n]4-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)nc(-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-c(cc2)ccc2-[n](c2ccccc22)c(cc3)c2c(c2c4cccc2)c3[n]4-c(cc2)ccc2-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)nc(-c2ccccc2)n1 VSQIRJUOOAIYMR-UHFFFAOYSA-N 0.000 description 1
- IBRWINYAZBCPAC-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c(cccc2)c2-c(cc2)cc(c3c4[nH]c5ccccc5c4ccc33)c2[n]3-c2cccc(-c3cc(-[n](c(cccc4)c4c4ccc5c6ccccc66)c4c5[n]6-c4ccccc4)ccc3)c2)n[nH]1 Chemical compound c(cc1)ccc1-c1nc(-c(cccc2)c2-c(cc2)cc(c3c4[nH]c5ccccc5c4ccc33)c2[n]3-c2cccc(-c3cc(-[n](c(cccc4)c4c4ccc5c6ccccc66)c4c5[n]6-c4ccccc4)ccc3)c2)n[nH]1 IBRWINYAZBCPAC-UHFFFAOYSA-N 0.000 description 1
- HQYSUGIAZRDBRZ-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2cc(-[n](c3c4cccc3)c(cc3)c4c4c3c3ccccc3[n]4-c3ccccc3)ccc2)nc(-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1nc(-c2cc(-[n](c3c4cccc3)c(cc3)c4c4c3c3ccccc3[n]4-c3ccccc3)ccc2)nc(-c2ccccc2)c1 HQYSUGIAZRDBRZ-UHFFFAOYSA-N 0.000 description 1
- BJPJISRQZOIIRZ-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2cc(-[n](c3ccccc33)c(cc4)c3c3c4c4ccccc4[n]3-c3cc(-[n]4c5ccc(c6ccccc6[n]6-c7ccccc7)c6c5c5c4cccc5)ccc3)ccc2)ccc1 Chemical compound c(cc1)ccc1-c1nc(-c2cc(-[n](c3ccccc33)c(cc4)c3c3c4c4ccccc4[n]3-c3cc(-[n]4c5ccc(c6ccccc6[n]6-c7ccccc7)c6c5c5c4cccc5)ccc3)ccc2)ccc1 BJPJISRQZOIIRZ-UHFFFAOYSA-N 0.000 description 1
- WVCCVMIHXXECRV-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2cc(-[n](c3ccccc3c3c4)c3cc3c4c(cccc4)c4[n]3-c3cccc(-c4nc(-c5ccccc5)nc(-c5ccccc5)n4)c3)ccc2)nc(-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-c2cc(-[n](c3ccccc3c3c4)c3cc3c4c(cccc4)c4[n]3-c3cccc(-c4nc(-c5ccccc5)nc(-c5ccccc5)n4)c3)ccc2)nc(-c2ccccc2)n1 WVCCVMIHXXECRV-UHFFFAOYSA-N 0.000 description 1
- ZIQIOVHNYZNXNJ-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2cccc(-[n](c3c4cccc3)c(cc3)c4c4c3c3ccccc3[n]4-c3ccccc3)c2)nc(-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-c2cccc(-[n](c3c4cccc3)c(cc3)c4c4c3c3ccccc3[n]4-c3ccccc3)c2)nc(-c2ccccc2)n1 ZIQIOVHNYZNXNJ-UHFFFAOYSA-N 0.000 description 1
- OWVVAWLWFUKNQG-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2cccc(-[n]3c4ccccc4c4c3cccc4)c2)nc(-[n](c2ccccc2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-c2cccc(-[n]3c4ccccc4c4c3cccc4)c2)nc(-[n](c2ccccc2c2ccc3c4c5cccc4)c2c3[n]5-c2ccccc2)n1 OWVVAWLWFUKNQG-UHFFFAOYSA-N 0.000 description 1
- XLMYNFFLVKZAGH-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2ccccc2)cc(-c2cccc(-[n](c(cccc3)c3c3c4)c3cc3c4c(cccc4)c4[n]3-c3ccccc3)c2)c1 Chemical compound c(cc1)ccc1-c1nc(-c2ccccc2)cc(-c2cccc(-[n](c(cccc3)c3c3c4)c3cc3c4c(cccc4)c4[n]3-c3ccccc3)c2)c1 XLMYNFFLVKZAGH-UHFFFAOYSA-N 0.000 description 1
- CFMYXKCCWDKDFQ-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2ccccc2)nc(-[n](c2ccccc22)c(cc3)c2c2c3c(cccc3)c3[n]2-c(cc2c3ccccc33)ccc2[n]3-c2ccccc2)n1 Chemical compound c(cc1)ccc1-c1nc(-c2ccccc2)nc(-[n](c2ccccc22)c(cc3)c2c2c3c(cccc3)c3[n]2-c(cc2c3ccccc33)ccc2[n]3-c2ccccc2)n1 CFMYXKCCWDKDFQ-UHFFFAOYSA-N 0.000 description 1
- RDPOHSBVLAHREV-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2ccccc2)nc(-[n](c2ccccc2c2ccc3c4ccccc44)c2c3[n]4-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)n1 Chemical compound c(cc1)ccc1-c1nc(-c2ccccc2)nc(-[n](c2ccccc2c2ccc3c4ccccc44)c2c3[n]4-c2nc(-c3ccccc3)nc(-c3ccccc3)n2)n1 RDPOHSBVLAHREV-UHFFFAOYSA-N 0.000 description 1
- GVFPMJVQMSJXCD-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2ccccc2)nc(-[n]2c(c(c3c4cccc3)c(cc3)[n]4-c(cc4c5ccccc55)ccc4[n]5-c4ccccc4)c3c3c2cccc3)n1 Chemical compound c(cc1)ccc1-c1nc(-c2ccccc2)nc(-[n]2c(c(c3c4cccc3)c(cc3)[n]4-c(cc4c5ccccc55)ccc4[n]5-c4ccccc4)c3c3c2cccc3)n1 GVFPMJVQMSJXCD-UHFFFAOYSA-N 0.000 description 1
- NJTIICYGIUMJGP-UHFFFAOYSA-N c(cc1)ccc1-c1nc(-c2ccccc2)nc2c1nc(-[n]1c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c1cccc3)nc2-c1ccccc1 Chemical compound c(cc1)ccc1-c1nc(-c2ccccc2)nc2c1nc(-[n]1c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c1cccc3)nc2-c1ccccc1 NJTIICYGIUMJGP-UHFFFAOYSA-N 0.000 description 1
- VLHDDPNNSMQAQL-UHFFFAOYSA-N c(cc1)ccc1-c1nc(nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)[n]2-c3ccccc3)c2nc1 Chemical compound c(cc1)ccc1-c1nc(nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)[n]2-c3ccccc3)c2nc1 VLHDDPNNSMQAQL-UHFFFAOYSA-N 0.000 description 1
- VGXFMGORYTVQHN-UHFFFAOYSA-N c(cc1)ccc1-c1nc(nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)nc2-c3ccccc3)c2nc1 Chemical compound c(cc1)ccc1-c1nc(nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)nc2-c3ccccc3)c2nc1 VGXFMGORYTVQHN-UHFFFAOYSA-N 0.000 description 1
- PAWRJZGZNRXSDF-UHFFFAOYSA-N c(cc1c2ccccc22)ccc1[n]2-c1cc(-c2cccc(-c3cc(-[n](c4c5cccc4)c(cc4)c5c5c4c4ccccc4[n]5-c4cccc5c4cccc5)ccc3)n2)ccc1 Chemical compound c(cc1c2ccccc22)ccc1[n]2-c1cc(-c2cccc(-c3cc(-[n](c4c5cccc4)c(cc4)c5c5c4c4ccccc4[n]5-c4cccc5c4cccc5)ccc3)n2)ccc1 PAWRJZGZNRXSDF-UHFFFAOYSA-N 0.000 description 1
- JEDDUBJQUMAYAF-UHFFFAOYSA-N c1nc(nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)nc2)c2[n]1-c1ccccc1 Chemical compound c1nc(nc(-[n]2c3c(c4ccccc4[n]4-c5ccccc5)c4ccc3c3c2cccc3)nc2)c2[n]1-c1ccccc1 JEDDUBJQUMAYAF-UHFFFAOYSA-N 0.000 description 1
- IUUKKUOKIDLJHO-UHFFFAOYSA-N c1nc2c(-[n]3c4c(c(cccc5)c5[n]5-c6ccccc6)c5ccc4c4c3cccc4)ncnc2[n]1-c1ccccc1 Chemical compound c1nc2c(-[n]3c4c(c(cccc5)c5[n]5-c6ccccc6)c5ccc4c4c3cccc4)ncnc2[n]1-c1ccccc1 IUUKKUOKIDLJHO-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 150000001716 carbazoles Chemical class 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- PJVZQNVOUCOJGE-CALCHBBNSA-N chembl289853 Chemical compound N1([C@H]2CC[C@H](O2)N2[C]3C=CC=CC3=C3C2=C11)C2=CC=C[CH]C2=C1C1=C3C(=O)N(C)C1=O PJVZQNVOUCOJGE-CALCHBBNSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229940125877 compound 31 Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- VXRUJZQPKRBJKH-UHFFFAOYSA-N corannulene Chemical compound C1=CC(C2=C34)=CC=C3C=CC3=C4C4=C2C1=CC=C4C=C3 VXRUJZQPKRBJKH-UHFFFAOYSA-N 0.000 description 1
- 150000001893 coumarin derivatives Chemical class 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- VAAVMXRZPFSXIN-UHFFFAOYSA-N dibenzo-p-dioxin Chemical compound C1=CC=C2OC3=CC=CC=C3OC2=C1.C1=CC=C2OC3=CC=CC=C3OC2=C1 VAAVMXRZPFSXIN-UHFFFAOYSA-N 0.000 description 1
- AMDQVKPUZIXQFC-UHFFFAOYSA-N dinaphthylene dioxide Chemical compound O1C(C2=C34)=CC=CC2=CC=C3OC2=CC=CC3=CC=C1C4=C32 AMDQVKPUZIXQFC-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000008376 fluorenones Chemical class 0.000 description 1
- BBZGENAFADIERZ-UHFFFAOYSA-N fulminene Natural products C1=CC2=C3C=CC4=CC=CC=C4C3=CC=C2C2=C1C1=CC=CC=C1C=C2 BBZGENAFADIERZ-UHFFFAOYSA-N 0.000 description 1
- JKFAIQOWCVVSKC-UHFFFAOYSA-N furazan Chemical compound C=1C=NON=1 JKFAIQOWCVVSKC-UHFFFAOYSA-N 0.000 description 1
- JVZRCNQLWOELDU-UHFFFAOYSA-N gamma-Phenylpyridine Natural products C1=CC=CC=C1C1=CC=NC=C1 JVZRCNQLWOELDU-UHFFFAOYSA-N 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- ACJRMEVDTSKFDP-UHFFFAOYSA-N heptaphene Chemical compound C1=CC=C2C=C(C=C3C4=CC5=CC6=CC=CC=C6C=C5C=C4C=CC3=C3)C3=CC2=C1 ACJRMEVDTSKFDP-UHFFFAOYSA-N 0.000 description 1
- UOYPNWSDSPYOSN-UHFFFAOYSA-N hexahelicene Chemical compound C1=CC=CC2=C(C=3C(=CC=C4C=CC=5C(C=34)=CC=CC=5)C=C3)C3=CC=C21 UOYPNWSDSPYOSN-UHFFFAOYSA-N 0.000 description 1
- PKIFBGYEEVFWTJ-UHFFFAOYSA-N hexaphene Chemical compound C1=CC=C2C=C3C4=CC5=CC6=CC=CC=C6C=C5C=C4C=CC3=CC2=C1 PKIFBGYEEVFWTJ-UHFFFAOYSA-N 0.000 description 1
- 229940083761 high-ceiling diuretics pyrazolone derivative Drugs 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 150000002467 indacenes Chemical class 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- HOBCFUWDNJPFHB-UHFFFAOYSA-N indolizine Chemical compound C1=CC=CN2C=CC=C21 HOBCFUWDNJPFHB-UHFFFAOYSA-N 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OVPVGJFDFSJUIG-UHFFFAOYSA-N octalene Chemical compound C1=CC=CC=C2C=CC=CC=CC2=C1 OVPVGJFDFSJUIG-UHFFFAOYSA-N 0.000 description 1
- LSQODMMMSXHVCN-UHFFFAOYSA-N ovalene Chemical compound C1=C(C2=C34)C=CC3=CC=C(C=C3C5=C6C(C=C3)=CC=C3C6=C6C(C=C3)=C3)C4=C5C6=C2C3=C1 LSQODMMMSXHVCN-UHFFFAOYSA-N 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- 150000007978 oxazole derivatives Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- JQQSUOJIMKJQHS-UHFFFAOYSA-N pentaphene Chemical compound C1=CC=C2C=C3C4=CC5=CC=CC=C5C=C4C=CC3=CC2=C1 JQQSUOJIMKJQHS-UHFFFAOYSA-N 0.000 description 1
- 150000002979 perylenes Chemical class 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 238000000206 photolithography Methods 0.000 description 1
- 238000005424 photoluminescence Methods 0.000 description 1
- 150000005111 phthaloperines Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- DIJNSQQKNIVDPV-UHFFFAOYSA-N pleiadene Chemical compound C1=C2[CH]C=CC=C2C=C2C=CC=C3[C]2C1=CC=C3 DIJNSQQKNIVDPV-UHFFFAOYSA-N 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229940005642 polystyrene sulfonic acid Drugs 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 150000003219 pyrazolines Chemical class 0.000 description 1
- XZXIBQVLWYWBKW-UHFFFAOYSA-N pyrido[2,3-b][1,8]naphthyridine Chemical compound N1=CC=CC2=CC3=CC=CN=C3N=C21 XZXIBQVLWYWBKW-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 150000003252 quinoxalines Chemical group 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- FMKFBRKHHLWKDB-UHFFFAOYSA-N rubicene Chemical compound C12=CC=CC=C2C2=CC=CC3=C2C1=C1C=CC=C2C4=CC=CC=C4C3=C21 FMKFBRKHHLWKDB-UHFFFAOYSA-N 0.000 description 1
- YYMBJDOZVAITBP-UHFFFAOYSA-N rubrene Chemical compound C1=CC=CC=C1C(C1=C(C=2C=CC=CC=2)C2=CC=CC=C2C(C=2C=CC=CC=2)=C11)=C(C=CC=C2)C2=C1C1=CC=CC=C1 YYMBJDOZVAITBP-UHFFFAOYSA-N 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- KTQYWNARBMKMCX-UHFFFAOYSA-N tetraphenylene Chemical group C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C3=CC=CC=C3C2=C1 KTQYWNARBMKMCX-UHFFFAOYSA-N 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 150000007979 thiazole derivatives Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 125000004665 trialkylsilyl group Chemical group 0.000 description 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 1
- PGXOVVAJURGPLL-UHFFFAOYSA-N trinaphthylene Chemical group C1=CC=C2C=C3C4=CC5=CC=CC=C5C=C4C4=CC5=CC=CC=C5C=C4C3=CC2=C1 PGXOVVAJURGPLL-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 description 1
- 235000019798 tripotassium phosphate Nutrition 0.000 description 1
- YGPLLMPPZRUGTJ-UHFFFAOYSA-N truxene Chemical compound C1C2=CC=CC=C2C(C2=C3C4=CC=CC=C4C2)=C1C1=C3CC2=CC=CC=C21 YGPLLMPPZRUGTJ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- UXUXNGMSDNTZEC-UHFFFAOYSA-N zethrene Chemical compound C1=CC(C=2C(C=3C=CC=C4C=CC=C(C=2)C4=3)=C2)=C3C2=CC=CC3=C1 UXUXNGMSDNTZEC-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/10—Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1011—Condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K2101/00—Properties of the organic materials covered by group H10K85/00
- H10K2101/20—Delayed fluorescence emission
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/917—Electroluminescent
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Manufacturing & Machinery (AREA)
- Optics & Photonics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Electroluminescent Light Sources (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JPJP-P-2009-277838 | 2009-12-07 | ||
JP2009277838 | 2009-12-07 | ||
JP2010040036 | 2010-02-25 | ||
JPJP-P-2010-040036 | 2010-02-25 | ||
PCT/JP2010/071568 WO2011070963A1 (ja) | 2009-12-07 | 2010-12-02 | 有機発光材料及び有機発光素子 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20120112517A KR20120112517A (ko) | 2012-10-11 |
KR101317923B1 true KR101317923B1 (ko) | 2013-10-16 |
Family
ID=44145508
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020127017497A KR101317923B1 (ko) | 2009-12-07 | 2010-12-02 | 유기 발광 재료 및 유기 발광 소자 |
Country Status (7)
Country | Link |
---|---|
US (2) | US8993129B2 (de) |
EP (3) | EP2511360A4 (de) |
JP (1) | JP5124785B2 (de) |
KR (1) | KR101317923B1 (de) |
CN (1) | CN102648268B (de) |
TW (2) | TWI558708B (de) |
WO (1) | WO2011070963A1 (de) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016186321A1 (en) | 2015-05-19 | 2016-11-24 | Rohm And Haas Electronic Materials Korea Ltd. | Phosphorous host material and organic electroluminescent device comprising the same |
KR20160136220A (ko) | 2015-05-19 | 2016-11-29 | 롬엔드하스전자재료코리아유한회사 | 인광 호스트 재료 및 이를 포함하는 유기 전계 발광 소자 |
KR20170010715A (ko) | 2015-07-20 | 2017-02-01 | 롬엔드하스전자재료코리아유한회사 | 지연 형광용 발광 재료 및 이를 포함하는 유기 전계 발광 소자 |
KR20190103060A (ko) | 2018-02-27 | 2019-09-04 | 주식회사 엘지화학 | 신규한 화합물 및 이를 포함하는 유기 발광 소자 |
KR20190106774A (ko) | 2018-03-09 | 2019-09-18 | 주식회사 엘지화학 | 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자 |
Families Citing this family (242)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2511360A4 (de) * | 2009-12-07 | 2014-05-21 | Nippon Steel & Sumikin Chem Co | Organisches lichtemittierendes material und organisches lichtemittierendes element |
EP2521196B1 (de) * | 2009-12-28 | 2018-09-12 | Nippon Steel & Sumikin Chemical Co., Ltd. | Organisches elektrolumineszenzelement |
TWI477579B (zh) * | 2010-02-12 | 2015-03-21 | Nippon Steel & Sumikin Chem Co | Organic electroluminescent elements |
JP2013200939A (ja) * | 2010-06-08 | 2013-10-03 | Idemitsu Kosan Co Ltd | 有機エレクトロルミネッセンス素子 |
JP2012056880A (ja) * | 2010-09-08 | 2012-03-22 | Idemitsu Kosan Co Ltd | インドロカルバゾール化合物、有機エレクトロルミネッセンス素子用材料、及びそれを用いた有機エレクトロルミネッセンス素子 |
JP2012140367A (ja) * | 2010-12-28 | 2012-07-26 | Idemitsu Kosan Co Ltd | 縮合多環化合物、有機エレクトロルミネッセンス素子用材料、及びそれを用いた有機エレクトロルミネッセンス素子 |
CN105932170B (zh) | 2011-02-16 | 2018-04-06 | 株式会社半导体能源研究所 | 发光元件 |
KR102345510B1 (ko) | 2011-02-16 | 2021-12-31 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
TWI617064B (zh) | 2011-02-28 | 2018-03-01 | 半導體能源研究所股份有限公司 | 發光裝置 |
DE112012001364B4 (de) | 2011-03-23 | 2017-09-21 | Semiconductor Energy Laboratory Co., Ltd. | Lichtemittierendes Element |
WO2012133188A1 (ja) * | 2011-03-25 | 2012-10-04 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
CN103619858A (zh) | 2011-06-24 | 2014-03-05 | 国立大学法人九州大学 | 新型化合物及使用其的有机装置 |
JP5656228B2 (ja) * | 2011-06-24 | 2015-01-21 | 国立大学法人九州大学 | 有機エレクトロルミネッセンス素子 |
JP5938175B2 (ja) * | 2011-07-15 | 2016-06-22 | 出光興産株式会社 | 含窒素芳香族複素環誘導体およびそれを用いた有機エレクトロルミネッセンス素子 |
JP6148621B2 (ja) * | 2011-10-21 | 2017-06-14 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子及び有機エレクトロルミネッセンス素子用材料 |
DE102011089687A1 (de) * | 2011-12-22 | 2013-06-27 | Hartmut Yersin | Singulett-Harvesting mit speziellen organischen Molekülen ohne Metallzentren für opto-elektronische Vorrichtungen |
KR101803537B1 (ko) | 2012-02-09 | 2017-11-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
CN104471733B (zh) | 2012-03-14 | 2017-06-09 | 株式会社半导体能源研究所 | 发光元件、发光装置、电子设备及照明装置 |
JP2013232629A (ja) | 2012-04-06 | 2013-11-14 | Semiconductor Energy Lab Co Ltd | 発光素子、発光装置、電子機器、および照明装置 |
JP6158542B2 (ja) | 2012-04-13 | 2017-07-05 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器、および照明装置 |
JP6468689B2 (ja) * | 2012-04-13 | 2019-02-13 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器及び照明装置 |
JP6076153B2 (ja) | 2012-04-20 | 2017-02-08 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、表示装置、電子機器及び照明装置 |
KR101909775B1 (ko) | 2012-04-20 | 2018-10-18 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
JP5594750B2 (ja) * | 2012-05-17 | 2014-09-24 | 国立大学法人九州大学 | 化合物、発光材料および有機発光素子 |
US8994013B2 (en) * | 2012-05-18 | 2015-03-31 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
JP5925308B2 (ja) | 2012-06-01 | 2016-05-25 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
KR101529164B1 (ko) * | 2012-07-05 | 2015-06-17 | 주식회사 엠비케이 | 신규한 유기발광화합물 및 이를 포함하는 유기전기발광소자 |
JP5959970B2 (ja) | 2012-07-20 | 2016-08-02 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
KR102137376B1 (ko) | 2012-08-03 | 2020-07-24 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치 |
DE112013007782B3 (de) | 2012-08-03 | 2022-02-17 | Semiconductor Energy Laboratory Co., Ltd. | Lichtemittierende Vorrichtung |
TWI638472B (zh) * | 2012-08-03 | 2018-10-11 | 日商半導體能源研究所股份有限公司 | 發光元件 |
TWI587557B (zh) | 2012-08-03 | 2017-06-11 | 半導體能源研究所股份有限公司 | 發光元件、發光裝置、顯示裝置、電子裝置及照明設備 |
JP2015201463A (ja) * | 2012-08-07 | 2015-11-12 | 国立大学法人九州大学 | 有機エレクトロルミネッセンス素子、並びに、それに用いる化合物、キャリア輸送材料およびホスト材料 |
US9142710B2 (en) | 2012-08-10 | 2015-09-22 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
JP6113993B2 (ja) | 2012-10-03 | 2017-04-12 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
US9166175B2 (en) * | 2012-11-27 | 2015-10-20 | Universal Display Corporation | Organic electroluminescent materials and devices |
US10297761B2 (en) | 2012-12-10 | 2019-05-21 | Idemitsu Kosan Co., Ltd. | Organic electroluminescent element |
US9882144B2 (en) | 2012-12-28 | 2018-01-30 | Idemitsu Kosan Co., Ltd. | Organic electroluminescent element |
CN104885249B (zh) * | 2012-12-28 | 2017-08-08 | 出光兴产株式会社 | 有机电致发光元件 |
KR20210152006A (ko) | 2013-01-10 | 2021-12-14 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기 및 조명 장치 |
WO2014128945A1 (ja) * | 2013-02-25 | 2014-08-28 | 株式会社 日立製作所 | 有機発光材料及び有機発光素子 |
JP2016122672A (ja) | 2013-03-18 | 2016-07-07 | 出光興産株式会社 | 発光装置 |
EP2984691B1 (de) * | 2013-04-08 | 2018-02-21 | Merck Patent GmbH | Organische lichtemittierende vorrichtung mit verzögerter fluoreszenz |
CN105102581A (zh) | 2013-04-08 | 2015-11-25 | 默克专利有限公司 | 有机电致发光器件 |
JP6567498B2 (ja) * | 2013-04-08 | 2019-08-28 | メルク パテント ゲーエムベーハー | 熱活性化遅延蛍光材料をもつ有機エレクトロルミネッセント素子 |
WO2014166585A1 (de) * | 2013-04-08 | 2014-10-16 | Merck Patent Gmbh | Organische elektrolumineszenzvorrichtung |
US10043982B2 (en) | 2013-04-26 | 2018-08-07 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
WO2014185434A1 (en) | 2013-05-16 | 2014-11-20 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, and lighting device |
KR102056865B1 (ko) * | 2013-05-29 | 2020-01-15 | 삼성디스플레이 주식회사 | 표시 장치용 필름 및 이를 포함하는 유기 발광 표시 장치 및 그 제조 방법 |
CN105283976B (zh) * | 2013-06-06 | 2020-11-03 | 默克专利有限公司 | 有机电致发光器件 |
CN105283461B (zh) | 2013-06-14 | 2018-07-17 | 株式会社半导体能源研究所 | 有机金属铱配合物、发光元件、发光装置以及照明装置 |
US10590080B2 (en) | 2013-06-26 | 2020-03-17 | Idemitsu Kosan Co., Ltd. | Compound, material for organic electroluminescent elements, organic electroluminescent element, and electronic device |
JP6573442B2 (ja) * | 2013-07-30 | 2019-09-11 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子および電子機器 |
US10833281B2 (en) | 2013-08-09 | 2020-11-10 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence composition, material for organic electroluminescence element, solution of material for organic electroluminescence element, and organic electroluminescence element |
EP3035401A4 (de) | 2013-08-14 | 2017-01-04 | Kyushu University, National University Corporation | Organisches elektrolumineszentes element |
JP6115395B2 (ja) * | 2013-08-14 | 2017-04-19 | コニカミノルタ株式会社 | 有機エレクトロルミネッセンス素子、有機エレクトロルミネッセンス素子用金属錯体、並びに表示装置及び照明装置 |
JP5994753B2 (ja) * | 2013-08-19 | 2016-09-21 | コニカミノルタ株式会社 | 有機エレクトロルミネッセンス素子、それに用いる蛍光発光性化合物、当該有機エレクトロルミネッセンス素子を具備する照明装置及び表示装置 |
US10074806B2 (en) | 2013-08-20 | 2018-09-11 | Universal Display Corporation | Organic electroluminescent materials and devices |
US9831437B2 (en) | 2013-08-20 | 2017-11-28 | Universal Display Corporation | Organic electroluminescent materials and devices |
WO2015029808A1 (en) | 2013-08-26 | 2015-03-05 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display module, lighting module, light-emitting device, display device, electronic appliance, and lighting device |
US20160226001A1 (en) * | 2013-09-11 | 2016-08-04 | Merck Patent Gmbh | Organic Electroluminescent Device |
US10014487B2 (en) | 2013-09-17 | 2018-07-03 | Kyulux, Inc. | Organic electroluminescent device |
JP6088995B2 (ja) * | 2013-10-24 | 2017-03-01 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子および電子機器 |
JP6522313B2 (ja) * | 2013-10-24 | 2019-05-29 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子および電子機器 |
KR102639622B1 (ko) | 2013-12-02 | 2024-02-23 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 모듈, 조명 모듈, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치 |
KR102289329B1 (ko) | 2013-12-02 | 2021-08-12 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
JP5905916B2 (ja) * | 2013-12-26 | 2016-04-20 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子および電子機器 |
US10211409B2 (en) * | 2014-02-02 | 2019-02-19 | Molecular Glasses, Inc. | Noncrystallizable sensitized layers for OLED and OEDs |
US20160372683A1 (en) * | 2014-03-07 | 2016-12-22 | Konica Minolta, Inc. | Organic electroluminescence element, display device, illumination device, and light-emitting composition |
US10734587B2 (en) * | 2014-03-13 | 2020-08-04 | Merck Patent Gmbh | Formulations of luminescent compounds |
KR102326623B1 (ko) | 2014-03-18 | 2021-11-16 | 메르크 파텐트 게엠베하 | 유기 전계발광 소자 |
JP6378106B2 (ja) * | 2014-04-16 | 2018-08-22 | 出光興産株式会社 | 化合物、有機エレクトロルミネッセンス素子および電子機器 |
KR20150130224A (ko) | 2014-05-13 | 2015-11-23 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치 |
TWI849490B (zh) | 2014-05-30 | 2024-07-21 | 日商半導體能源研究所股份有限公司 | 發光元件,發光裝置,電子裝置以及照明裝置 |
CN103985822B (zh) * | 2014-05-30 | 2017-05-10 | 广州华睿光电材料有限公司 | 有机混合物、包含其的组合物、有机电子器件及应用 |
US10461260B2 (en) | 2014-06-03 | 2019-10-29 | Universal Display Corporation | Organic electroluminescent materials and devices |
JP6374329B2 (ja) | 2014-06-26 | 2018-08-15 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子、有機エレクトロルミネッセンス素子用材料、および電子機器 |
JP6387311B2 (ja) * | 2014-06-26 | 2018-09-05 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子、有機エレクトロルミネッセンス素子用材料、および電子機器 |
JP6482782B2 (ja) * | 2014-07-18 | 2019-03-13 | 国立大学法人九州大学 | 有機発光素子 |
DE102015213426B4 (de) | 2014-07-25 | 2022-05-05 | Semiconductor Energy Laboratory Co.,Ltd. | Licht emittierendes Element, Licht emittierende Vorrichtung, elekronisches Gerät, Beleuchtungsvorrichtung und organische Verbindung |
JP6673203B2 (ja) * | 2014-07-31 | 2020-03-25 | コニカミノルタ株式会社 | 有機エレクトロルミネッセンス素子 |
KR102353647B1 (ko) | 2014-08-29 | 2022-01-20 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
JP6534250B2 (ja) * | 2014-09-03 | 2019-06-26 | 保土谷化学工業株式会社 | 遅延蛍光体用ホスト材料、有機発光素子および化合物 |
TWI666803B (zh) | 2014-09-17 | 2019-07-21 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件及其製造方法 |
KR102304717B1 (ko) | 2014-09-19 | 2021-09-27 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
KR102321379B1 (ko) | 2014-09-24 | 2021-11-04 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
WO2016051309A1 (en) | 2014-09-30 | 2016-04-07 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
CN104403662B (zh) * | 2014-11-11 | 2016-06-22 | 中节能万润股份有限公司 | 一种有机电致发光材料及其制备方法、应用 |
US10381569B2 (en) * | 2014-11-25 | 2019-08-13 | Universal Display Corporation | Organic electroluminescent materials and devices |
CN107004779B (zh) * | 2014-12-11 | 2019-03-08 | 广州华睿光电材料有限公司 | 有机化合物、包含其的混合物、组合物和有机电子器件 |
US10683453B2 (en) | 2014-12-12 | 2020-06-16 | Merck Patent Gmbh | Organic compounds with soluble groups |
EP3038181A1 (de) | 2014-12-22 | 2016-06-29 | Solvay SA | Organische elektronische vorrichtungen mit acridinderivaten in einer emittierenden schicht frei von schweratom-verbindungen |
EP3241251B1 (de) | 2014-12-29 | 2022-04-13 | University Court of The University of St Andrews | Lichtemittierende batteriezellen und verbindungen |
CN105753629B (zh) * | 2015-01-07 | 2018-11-16 | 机光科技股份有限公司 | 化合物和使用其的有机电致发光装置 |
CN105895811B (zh) * | 2015-01-26 | 2018-03-20 | 北京维信诺科技有限公司 | 一种热活化敏化荧光有机电致发光器件 |
CN107428738A (zh) * | 2015-02-13 | 2017-12-01 | 出光兴产株式会社 | 化合物、组合物、有机电致发光元件和电子设备 |
KR101706752B1 (ko) * | 2015-02-17 | 2017-02-27 | 서울대학교산학협력단 | 호스트, 인광 도펀트 및 형광 도펀트를 포함하는 유기발광소자 |
US10062861B2 (en) | 2015-02-24 | 2018-08-28 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
US10903440B2 (en) | 2015-02-24 | 2021-01-26 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, and lighting device |
KR101555680B1 (ko) * | 2015-03-03 | 2015-09-25 | 덕산네오룩스 주식회사 | 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
TWI814143B (zh) | 2015-03-09 | 2023-09-01 | 日商半導體能源研究所股份有限公司 | 發光元件、顯示裝置、電子裝置及照明設備 |
TWI836636B (zh) | 2015-03-09 | 2024-03-21 | 日商半導體能源研究所股份有限公司 | 發光元件,顯示裝置,電子裝置,與照明裝置 |
US11600786B2 (en) * | 2015-03-30 | 2023-03-07 | Nippon Steel Chemical & Material Co., Ltd. | Organic electroluminescent element |
US20180254426A1 (en) * | 2015-03-30 | 2018-09-06 | Nippon Steel & Sumikin Chemical Co., Ltd. | Organic electroluminescent element |
WO2016185321A1 (en) | 2015-05-21 | 2016-11-24 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
TWI837587B (zh) | 2015-05-21 | 2024-04-01 | 日商半導體能源研究所股份有限公司 | 發光元件、顯示裝置、電子裝置、及照明裝置 |
CN107615508B (zh) | 2015-05-29 | 2019-10-01 | 日铁化学材料株式会社 | 有机电场发光元件 |
WO2016193845A1 (en) | 2015-05-29 | 2016-12-08 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
KR20170001552A (ko) * | 2015-06-26 | 2017-01-04 | 롬엔드하스전자재료코리아유한회사 | 복수종의 호스트 재료와 이를 포함하는 유기 전계 발광 소자 |
KR102655709B1 (ko) | 2015-07-21 | 2024-04-05 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
KR102616411B1 (ko) | 2015-07-23 | 2023-12-26 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
US10700288B2 (en) | 2015-07-24 | 2020-06-30 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, lighting device, and lighting system |
CN111710788B (zh) | 2015-08-07 | 2023-07-21 | 株式会社半导体能源研究所 | 发光元件、显示装置、电子设备及照明装置 |
KR102601598B1 (ko) | 2015-09-14 | 2023-11-14 | 삼성전자주식회사 | 혼합물, 박막 및 이를 포함한 유기 발광 소자 |
US10297764B2 (en) | 2015-09-14 | 2019-05-21 | Samsung Electronics Co., Ltd. | Mixture, thin film, and organic light emitting device including mixture and thin film |
KR20170038681A (ko) | 2015-09-30 | 2017-04-07 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
TW201721922A (zh) | 2015-09-30 | 2017-06-16 | 半導體能源研究所股份有限公司 | 發光元件,顯示裝置,電子裝置,及照明裝置 |
JP6619021B2 (ja) * | 2015-11-10 | 2019-12-11 | シャープ株式会社 | 発光素子並びに発光方法 |
KR102577274B1 (ko) * | 2015-11-16 | 2023-09-12 | 삼성전자주식회사 | 유기 발광 소자 |
WO2017093843A1 (en) | 2015-12-01 | 2017-06-08 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, electronic device, and lighting device |
CN106887444B (zh) * | 2015-12-15 | 2020-01-10 | 昆山工研院新型平板显示技术中心有限公司 | 有机发光显示器件及显示装置 |
CN106892857B (zh) * | 2015-12-18 | 2020-02-18 | 昆山国显光电有限公司 | 热活化延迟荧光材料及其在有机电致发光器件中的应用 |
TW201739898A (zh) | 2015-12-28 | 2017-11-16 | Nippon Steel & Sumikin Chem Co | 有機電激發光元件 |
EP3399566B1 (de) | 2015-12-28 | 2022-07-27 | NIPPON STEEL Chemical & Material Co., Ltd. | Organisches elektrolumineszenzelement |
WO2017115608A1 (ja) * | 2015-12-28 | 2017-07-06 | コニカミノルタ株式会社 | π共役系化合物、有機エレクトロルミネッセンス素子材料、発光材料、電荷輸送材料、発光性薄膜、有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
JP6739804B2 (ja) | 2015-12-28 | 2020-08-12 | 国立大学法人九州大学 | 有機エレクトロルミネッセンス素子 |
US10957861B2 (en) * | 2015-12-29 | 2021-03-23 | Universal Display Corporation | Organic electroluminescent materials and devices |
JP7263008B2 (ja) | 2016-01-22 | 2023-04-24 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 二重硬化性の光学的に透過性の接着剤組成物 |
JP6808329B2 (ja) * | 2016-02-25 | 2021-01-06 | 株式会社ジャパンディスプレイ | 有機エレクトロルミネッセンス表示装置用材料及び有機エレクトロルミネッセンス表示装置 |
WO2017159152A1 (ja) | 2016-03-15 | 2017-09-21 | 新日鉄住金化学株式会社 | 有機電界発光素子 |
CN108886107B (zh) | 2016-03-28 | 2021-01-05 | 日铁化学材料株式会社 | 有机电场发光元件 |
US20190103563A1 (en) | 2016-03-28 | 2019-04-04 | Nippon Steel & Sumikin Chemical Co., Ltd. | Organic electroluminescent element |
KR102636244B1 (ko) | 2016-03-30 | 2024-02-15 | 삼성디스플레이 주식회사 | 유기 전계 발광 소자 |
US10096658B2 (en) | 2016-04-22 | 2018-10-09 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
US10998516B2 (en) | 2016-05-06 | 2021-05-04 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
US10756286B2 (en) | 2016-05-06 | 2020-08-25 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
KR20170129599A (ko) * | 2016-05-17 | 2017-11-27 | 롬엔드하스전자재료코리아유한회사 | 유기 전계 발광 화합물, 유기 전계 발광 재료, 및 이를 포함하는 유기 전계 발광 소자 |
KR102341030B1 (ko) | 2016-05-20 | 2021-12-21 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
KR20180010136A (ko) | 2016-07-20 | 2018-01-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
KR20180013380A (ko) * | 2016-07-29 | 2018-02-07 | 서울대학교산학협력단 | 유기 발광 소자 |
WO2018033820A1 (en) | 2016-08-17 | 2018-02-22 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device |
KR102092799B1 (ko) * | 2016-09-22 | 2020-03-24 | 삼성에스디아이 주식회사 | 유기 화합물, 유기 광전자 소자 및 표시 장치 |
KR102394146B1 (ko) * | 2016-09-29 | 2022-05-09 | 스미또모 가가꾸 가부시키가이샤 | 발광 소자 |
KR102356995B1 (ko) | 2016-09-30 | 2022-01-28 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광 소자 |
EP3514845B1 (de) * | 2016-10-19 | 2024-09-11 | Hodogaya Chemical Co., Ltd. | Indenocarbazolverbindung und organisches elektrolumineszentes element |
KR101958062B1 (ko) * | 2016-10-21 | 2019-03-13 | 성균관대학교산학협력단 | 지연형광 재료 및 이를 포함하는 유기 발광장치 |
US10388887B2 (en) | 2016-12-05 | 2019-08-20 | Feng-wen Yen | Delayed fluorescence compound for organic EL device and using the same |
US20180166634A1 (en) * | 2016-12-14 | 2018-06-14 | Samsung Electronics Co., Ltd. | Organic light-emitting device and compound |
KR102628129B1 (ko) | 2016-12-27 | 2024-01-23 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광 소자용 재료 및 유기 전계 발광 소자 |
KR20180098809A (ko) | 2017-02-27 | 2018-09-05 | 삼성전자주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
EP3367456A1 (de) * | 2017-02-28 | 2018-08-29 | Samsung Electronics Co., Ltd. | Organische lichtemittierende vorrichtung |
JP6317499B2 (ja) * | 2017-03-22 | 2018-04-25 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
WO2018173598A1 (ja) * | 2017-03-22 | 2018-09-27 | 新日鉄住金化学株式会社 | 有機電界発光素子 |
US11374178B2 (en) | 2017-03-23 | 2022-06-28 | Nippon Steel Chemical & Material Co., Ltd. | Organic electroluminescent element |
JP6846258B2 (ja) * | 2017-03-29 | 2021-03-24 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子用材料及びこれを用いた有機電界発光素子 |
WO2018180465A1 (ja) | 2017-03-30 | 2018-10-04 | 新日鉄住金化学株式会社 | 有機電界発光素子用材料及び有機電界発光素子 |
KR20200002885A (ko) | 2017-04-27 | 2020-01-08 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광 소자 |
JP7144065B2 (ja) | 2017-06-23 | 2022-09-29 | 株式会社Kyulux | 有機発光ダイオードに用いられる組成物 |
US11638390B2 (en) | 2017-06-23 | 2023-04-25 | Kyulux, Inc. | Composition of matter for use in organic light-emitting diodes |
US11584739B2 (en) | 2017-06-23 | 2023-02-21 | Kyulux, Inc. | Composition of matter for use in organic light-emitting diodes |
CN109411631B (zh) * | 2017-08-16 | 2022-03-15 | 北京鼎材科技有限公司 | 类三联吡啶衍生物及其在有机发光材料中的应用 |
CN111051471A (zh) | 2017-09-01 | 2020-04-21 | 九州有机光材股份有限公司 | 用于有机发光二极管中的组合物 |
EP3680945B1 (de) | 2017-09-06 | 2023-09-06 | Sumitomo Chemical Company Limited | Lichtemittierendes element |
WO2019087003A1 (en) | 2017-11-02 | 2019-05-09 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
US10249832B1 (en) | 2017-12-06 | 2019-04-02 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device and novel compound |
KR20240025066A (ko) | 2017-12-15 | 2024-02-26 | 메르크 파텐트 게엠베하 | 유기 전계 발광 디바이스용 치환된 방향족 아민 |
US11706977B2 (en) | 2018-01-11 | 2023-07-18 | Samsung Electronics Co., Ltd. | Heterocyclic compound, composition including the same, and organic light-emitting device including the heterocyclic compound |
US11462696B2 (en) | 2018-01-19 | 2022-10-04 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device |
CN111788708B (zh) | 2018-03-07 | 2023-07-11 | 日铁化学材料株式会社 | 有机电场发光元件 |
WO2019171197A1 (ja) | 2018-03-07 | 2019-09-12 | 株式会社半導体エネルギー研究所 | 発光素子、表示装置、電子機器、有機化合物及び照明装置 |
WO2019176605A1 (ja) | 2018-03-16 | 2019-09-19 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子 |
KR20200132898A (ko) | 2018-03-19 | 2020-11-25 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계발광 소자 |
KR20190113329A (ko) * | 2018-03-28 | 2019-10-08 | 성균관대학교산학협력단 | 상온 인광 특성을 갖는 유기 발광 화합물 및 이를 포함하는 인광유기 발광 소자 |
WO2019191454A1 (en) * | 2018-03-28 | 2019-10-03 | Kyulux, Inc. | Composition of matter for use organic light-emitting diodes |
CN110498790B (zh) * | 2018-05-16 | 2022-03-01 | 江苏三月科技股份有限公司 | 有机发光复合材料和含有其的有机电致发光器件 |
KR102648402B1 (ko) | 2018-06-12 | 2024-03-18 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
KR102654919B1 (ko) | 2018-07-23 | 2024-04-05 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
JP7325731B2 (ja) | 2018-08-23 | 2023-08-15 | 国立大学法人九州大学 | 有機エレクトロルミネッセンス素子 |
CN109053739A (zh) * | 2018-09-19 | 2018-12-21 | 西安瑞联新材料股份有限公司 | 一种三嗪衍生物及其在oled器件中的应用 |
JP2022502829A (ja) | 2018-09-24 | 2022-01-11 | メルク パテント ゲーエムベーハー | 粒状材料を製造するための方法 |
US10593889B1 (en) | 2018-09-26 | 2020-03-17 | Idemitsu Kosan Co., Ltd. | Compound and organic electroluminescence device |
US20230011206A1 (en) * | 2018-10-25 | 2023-01-12 | Idemitsu Kosan Co.,Ltd. | Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic appliance |
JP7094215B2 (ja) * | 2018-12-27 | 2022-07-01 | 日鉄ケミカル&マテリアル株式会社 | 熱活性化遅延蛍光発光材料、及び有機電界発光素子 |
CN109651406B (zh) * | 2019-01-23 | 2021-01-08 | 苏州久显新材料有限公司 | 热激活延迟荧光化合物、发光材料及有机电致发光器件 |
KR20200091979A (ko) | 2019-01-23 | 2020-08-03 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
JP7341172B2 (ja) | 2019-02-06 | 2023-09-08 | 株式会社半導体エネルギー研究所 | 発光デバイス、電子機器及び照明装置 |
US20220127286A1 (en) | 2019-03-04 | 2022-04-28 | Merck Patent Gmbh | Ligands for nano-sized materials |
JP7456997B2 (ja) * | 2019-03-25 | 2024-03-27 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子用溶融混合物、及び有機電界発光素子 |
KR20200115795A (ko) | 2019-03-26 | 2020-10-08 | 삼성디스플레이 주식회사 | 유기 발광 소자 및 전자 장치 |
WO2020203203A1 (ja) | 2019-03-29 | 2020-10-08 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子用重合体及び有機電界発光素子 |
JP6894025B2 (ja) | 2019-03-29 | 2021-06-23 | 住友化学株式会社 | 発光素子及びその製造方法並びに発光素子用組成物及びその製造方法 |
KR20210143850A (ko) | 2019-03-29 | 2021-11-29 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계발광 소자 |
JP2022527591A (ja) | 2019-04-11 | 2022-06-02 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 有機エレクトロルミネッセンス素子のための材料 |
EP3967685B1 (de) | 2019-04-25 | 2024-01-03 | NIPPON STEEL Chemical & Material Co., Ltd. | Organisches elektrolumineszentes element |
JP7426382B2 (ja) | 2019-04-25 | 2024-02-01 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子 |
KR102698882B1 (ko) | 2019-05-31 | 2024-08-28 | 삼성디스플레이 주식회사 | 유기 발광 소자 및 전자 장치 |
KR102700520B1 (ko) | 2019-06-13 | 2024-09-02 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
TW202122381A (zh) | 2019-09-30 | 2021-06-16 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件用材料及有機電場發光元件 |
TW202114987A (zh) | 2019-09-30 | 2021-04-16 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件及其製造方法 |
CN110759918B (zh) * | 2019-10-31 | 2021-07-06 | 上海天马有机发光显示技术有限公司 | 一种化合物、显示面板及电子设备 |
WO2021089450A1 (en) | 2019-11-04 | 2021-05-14 | Merck Patent Gmbh | Materials for organic electroluminescent devices |
TW202134252A (zh) | 2019-11-12 | 2021-09-16 | 德商麥克專利有限公司 | 有機電致發光裝置用材料 |
TW202136181A (zh) | 2019-12-04 | 2021-10-01 | 德商麥克專利有限公司 | 有機電致發光裝置用的材料 |
TW202136246A (zh) | 2019-12-19 | 2021-10-01 | 德商麥克專利有限公司 | 電子裝置用化合物 |
KR20220117207A (ko) | 2019-12-25 | 2022-08-23 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광 소자 |
KR20220119390A (ko) | 2019-12-27 | 2022-08-29 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광 소자 |
JPWO2021131755A1 (de) | 2019-12-27 | 2021-07-01 | ||
TW202124389A (zh) | 2019-12-27 | 2021-07-01 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件用材料及有機電場發光元件 |
US20230337537A1 (en) | 2020-03-23 | 2023-10-19 | Merck Patent Gmbh | Materials for organic electroluminescent devices |
TW202138543A (zh) * | 2020-03-31 | 2021-10-16 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件 |
US20230131577A1 (en) | 2020-03-31 | 2023-04-27 | Nippon Steel Chemical & Material Co., Ltd. | Organic electroluminescent element |
TW202138542A (zh) | 2020-03-31 | 2021-10-16 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件 |
JPWO2021200251A1 (de) | 2020-03-31 | 2021-10-07 | ||
KR20230005838A (ko) | 2020-04-30 | 2023-01-10 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광소자용 재료 및 유기 전계 발광소자 |
TW202142533A (zh) | 2020-04-30 | 2021-11-16 | 日商日鐵化學材料股份有限公司 | 有機電場發光元件用材料、有機電場發光元件及其製造方法、混合組成物 |
KR20210136224A (ko) | 2020-05-06 | 2021-11-17 | 삼성디스플레이 주식회사 | 발광 소자 및 이를 포함하는 전자 장치 |
CN111689946A (zh) * | 2020-06-17 | 2020-09-22 | 深圳大学 | 一种咔唑并芳环热活化延迟荧光材料及其有机电致发光器件 |
KR20230030592A (ko) | 2020-06-30 | 2023-03-06 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 유기 전계 발광 소자 |
WO2022009883A1 (ja) | 2020-07-08 | 2022-01-13 | 日鉄ケミカル&マテリアル株式会社 | 熱活性化遅延蛍光材料、及び有機電界発光素子 |
CN116194549A (zh) | 2020-08-28 | 2023-05-30 | 日铁化学材料株式会社 | 有机电场发光元件 |
WO2022058521A1 (en) | 2020-09-18 | 2022-03-24 | Cynora Gmbh | Organic electroluminescent device |
EP3975280A1 (de) | 2020-09-29 | 2022-03-30 | NIPPON STEEL Chemical & Material Co., Ltd. | Zusammensetzung für ein organisches elektrolumineszenzelement und organisches elektrolumineszenzelement |
JPWO2022085590A1 (de) | 2020-10-20 | 2022-04-28 | ||
JPWO2022085776A1 (de) | 2020-10-23 | 2022-04-28 | ||
WO2022085777A1 (ja) | 2020-10-23 | 2022-04-28 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子用材料及び有機電界発光素子 |
CN116547285A (zh) | 2020-12-11 | 2023-08-04 | 日铁化学材料株式会社 | 有机电场发光元件用材料及有机电场发光元件 |
EP4261908A1 (de) | 2020-12-11 | 2023-10-18 | NIPPON STEEL Chemical & Material Co., Ltd. | Organische elektrolumineszente vorrichtung |
CN116635395A (zh) | 2020-12-11 | 2023-08-22 | 日铁化学材料株式会社 | 有机电场发光元件 |
EP4266392A1 (de) | 2020-12-18 | 2023-10-25 | NIPPON STEEL Chemical & Material Co., Ltd. | Organisches elektrolumineszenzelement und verfahren zur herstellung davon |
JPWO2022149493A1 (de) | 2021-01-08 | 2022-07-14 | ||
KR20230167351A (ko) | 2021-04-08 | 2023-12-08 | 닛테츠 케미컬 앤드 머티리얼 가부시키가이샤 | 발광 재료, 및 유기 전계 발광 소자 |
EP4349812A1 (de) | 2021-05-31 | 2024-04-10 | NIPPON STEEL Chemical & Material Co., Ltd. | Deuterid und organisches elektrolumineszenzelement |
EP4349810A1 (de) | 2021-05-31 | 2024-04-10 | NIPPON STEEL Chemical & Material Co., Ltd. | Deuterid und organisches elektrolumineszenzelement |
EP4349811A1 (de) | 2021-05-31 | 2024-04-10 | NIPPON STEEL Chemical & Material Co., Ltd. | Deuterid und organisches elektrolumineszenzelement |
WO2022264638A1 (ja) | 2021-06-18 | 2022-12-22 | 日鉄ケミカル&マテリアル株式会社 | 有機電界発光素子用材料、及び有機電界発光素子 |
JPWO2023008501A1 (de) | 2021-07-30 | 2023-02-02 | ||
WO2023036976A1 (en) | 2021-09-13 | 2023-03-16 | Merck Patent Gmbh | Materials for organic electroluminescent devices |
WO2023157629A1 (ja) | 2022-02-17 | 2023-08-24 | 日鉄ケミカル&マテリアル株式会社 | 発光材料、及び有機電界発光素子 |
CN118614162A (zh) | 2022-02-25 | 2024-09-06 | 日铁化学材料株式会社 | 有机电场发光元件用材料、及有机电场发光元件 |
WO2024033282A1 (en) | 2022-08-09 | 2024-02-15 | Merck Patent Gmbh | Materials for organic electroluminescent devices |
WO2024105066A1 (en) | 2022-11-17 | 2024-05-23 | Merck Patent Gmbh | Materials for organic electroluminescent devices |
WO2024170605A1 (en) | 2023-02-17 | 2024-08-22 | Merck Patent Gmbh | Materials for organic electroluminescent devices |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008545630A (ja) * | 2005-05-20 | 2008-12-18 | メルク パテント ゲーエムベーハー | 有機電子素子のための化合物 |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5952115A (en) | 1997-10-02 | 1999-09-14 | Xerox Corporation | Electroluminescent devices |
US5942340A (en) * | 1997-10-02 | 1999-08-24 | Xerox Corporation | Indolocarbazole electroluminescent devices |
US5843607A (en) * | 1997-10-02 | 1998-12-01 | Xerox Corporation | Indolocarbazole photoconductors |
JP5062797B2 (ja) | 2000-05-22 | 2012-10-31 | 昭和電工株式会社 | 有機エレクトロルミネッセンス素子および発光材料 |
TW518768B (en) | 2000-05-22 | 2003-01-21 | Showa Denko Kk | Organic electroluminescent device and light-emitting material |
JP2004214180A (ja) | 2002-12-16 | 2004-07-29 | Canon Inc | 有機発光素子 |
JP2004241374A (ja) | 2003-01-17 | 2004-08-26 | Sogo Pharmaceutical Co Ltd | 有機エレクトロルミネッセンス素子 |
JP4328702B2 (ja) * | 2003-12-01 | 2009-09-09 | キヤノン株式会社 | 有機el素子 |
JP2006024830A (ja) | 2004-07-09 | 2006-01-26 | Sogo Pharmaceutical Co Ltd | 有機エレクトロルミネッセンス素子 |
US7173140B2 (en) * | 2004-12-14 | 2007-02-06 | Xerox Corporation | Process to form compound with indolocarbazole moieties |
KR20080085000A (ko) * | 2005-12-01 | 2008-09-22 | 신닛테츠가가쿠 가부시키가이샤 | 유기 전계 발광소자 |
KR101082258B1 (ko) | 2005-12-01 | 2011-11-09 | 신닛테츠가가쿠 가부시키가이샤 | 유기 전계 발광소자용 화합물 및 유기 전계 발광소자 |
JP2007217312A (ja) | 2006-02-15 | 2007-08-30 | Canon Inc | ナフトジチオフェン化合物、ナフトジチオフェンオリゴマー化合物、および有機発光素子 |
WO2008056746A1 (fr) * | 2006-11-09 | 2008-05-15 | Nippon Steel Chemical Co., Ltd. | Composé pour un dispositif électroluminescent organique et dispositif électroluminescent organique |
TWI468489B (zh) * | 2007-05-29 | 2015-01-11 | Nippon Steel & Sumikin Chem Co | Organic electroluminescent element compounds and organic electroluminescent elements |
CN101679852B (zh) * | 2007-05-30 | 2012-12-05 | 新日铁化学株式会社 | 有机场致发光元件用化合物及有机场致发光元件 |
TWI472074B (zh) * | 2008-03-17 | 2015-02-01 | Nippon Steel & Sumikin Chem Co | Organic electroluminescent elements |
KR101082144B1 (ko) * | 2008-05-08 | 2011-11-09 | 신닛테츠가가쿠 가부시키가이샤 | 유기 전계 발광 소자용 화합물 및 유기 전계 발광 소자 |
JP5448680B2 (ja) | 2008-10-10 | 2014-03-19 | キヤノン株式会社 | 表示装置 |
JP2010093181A (ja) * | 2008-10-10 | 2010-04-22 | Canon Inc | 有機発光素子 |
JP2010114425A (ja) * | 2008-10-10 | 2010-05-20 | Canon Inc | 有機el表示装置 |
EP2511360A4 (de) * | 2009-12-07 | 2014-05-21 | Nippon Steel & Sumikin Chem Co | Organisches lichtemittierendes material und organisches lichtemittierendes element |
-
2010
- 2010-12-02 EP EP10835884.7A patent/EP2511360A4/de not_active Ceased
- 2010-12-02 WO PCT/JP2010/071568 patent/WO2011070963A1/ja active Application Filing
- 2010-12-02 EP EP22162160.0A patent/EP4039774B1/de active Active
- 2010-12-02 CN CN201080055404.0A patent/CN102648268B/zh active Active
- 2010-12-02 US US13/514,248 patent/US8993129B2/en active Active
- 2010-12-02 EP EP16189891.1A patent/EP3176241A1/de not_active Ceased
- 2010-12-02 JP JP2011545186A patent/JP5124785B2/ja active Active
- 2010-12-02 KR KR1020127017497A patent/KR101317923B1/ko active IP Right Grant
- 2010-12-06 TW TW104101548A patent/TWI558708B/zh active
- 2010-12-06 TW TW099142362A patent/TWI535717B/zh active
-
2015
- 2015-02-24 US US14/630,352 patent/US20150166886A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008545630A (ja) * | 2005-05-20 | 2008-12-18 | メルク パテント ゲーエムベーハー | 有機電子素子のための化合物 |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016186321A1 (en) | 2015-05-19 | 2016-11-24 | Rohm And Haas Electronic Materials Korea Ltd. | Phosphorous host material and organic electroluminescent device comprising the same |
KR20160136220A (ko) | 2015-05-19 | 2016-11-29 | 롬엔드하스전자재료코리아유한회사 | 인광 호스트 재료 및 이를 포함하는 유기 전계 발광 소자 |
KR20240011224A (ko) | 2015-05-19 | 2024-01-25 | 롬엔드하스전자재료코리아유한회사 | 인광 호스트 재료 및 이를 포함하는 유기 전계 발광 소자 |
KR20170010715A (ko) | 2015-07-20 | 2017-02-01 | 롬엔드하스전자재료코리아유한회사 | 지연 형광용 발광 재료 및 이를 포함하는 유기 전계 발광 소자 |
KR20190103060A (ko) | 2018-02-27 | 2019-09-04 | 주식회사 엘지화학 | 신규한 화합물 및 이를 포함하는 유기 발광 소자 |
KR20190106774A (ko) | 2018-03-09 | 2019-09-18 | 주식회사 엘지화학 | 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자 |
Also Published As
Publication number | Publication date |
---|---|
CN102648268B (zh) | 2014-08-13 |
US8993129B2 (en) | 2015-03-31 |
TW201514181A (zh) | 2015-04-16 |
JP5124785B2 (ja) | 2013-01-23 |
EP2511360A4 (de) | 2014-05-21 |
EP4039774B1 (de) | 2023-09-20 |
US20120241732A1 (en) | 2012-09-27 |
EP2511360A1 (de) | 2012-10-17 |
US20150166886A1 (en) | 2015-06-18 |
TWI558708B (zh) | 2016-11-21 |
EP3176241A1 (de) | 2017-06-07 |
TWI535717B (zh) | 2016-06-01 |
JPWO2011070963A1 (ja) | 2013-04-22 |
WO2011070963A1 (ja) | 2011-06-16 |
KR20120112517A (ko) | 2012-10-11 |
TW201136931A (en) | 2011-11-01 |
EP4039774A1 (de) | 2022-08-10 |
CN102648268A (zh) | 2012-08-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR101317923B1 (ko) | 유기 발광 재료 및 유기 발광 소자 | |
TWI730046B (zh) | 延遲螢光有機電場發光元件、顯示裝置及照明裝置 | |
KR102087480B1 (ko) | 발광 재료, 유기 발광 소자 및 화합물 | |
TWI477579B (zh) | Organic electroluminescent elements | |
KR102082528B1 (ko) | 유기 발광 소자 그리고 그것에 사용하는 발광 재료 및 화합물 | |
JP6270735B2 (ja) | 芳香族アミン誘導体及び有機エレクトロルミネッセンス素子 | |
WO2016158540A1 (ja) | 有機エレクトロルミネッセンス素子、電子機器、および化合物 | |
JP4947142B2 (ja) | 発光素子材料及び発光素子 | |
WO2018151065A1 (ja) | 有機エレクトロルミネッセンス素子及び電子機器 | |
WO2009136586A1 (ja) | 有機電界発光素子用化合物及び有機電界発光素子 | |
JP2016111346A (ja) | 有機光電子素子および表示装置 | |
KR20140068847A (ko) | 질소 함유 헤테로 방향족환 화합물 | |
TWI567069B (zh) | 有機電場發光元件 | |
TW201317326A (zh) | 有機電激發光元件用材料及使用其之有機電激發光元件 | |
KR20130062583A (ko) | 신규한 유기 발광 화합물 및 이를 채용하고 있는 유기 전계 발광 소자 | |
TW201348228A (zh) | 有機電激發光元件用材料及使用其之元件 | |
TW201341378A (zh) | 新穎化合物、有機電激發光元件用材料及有機電激發光元件 | |
WO2013077385A1 (ja) | 芳香族アミン誘導体およびそれを用いた有機エレクトロルミネッセンス素子 | |
JP2021020857A (ja) | 化合物、有機エレクトロルミネッセンス素子及び電子機器 | |
KR20140009260A (ko) | 유기 발광 디바이스 및 이것에 사용되는 재료 | |
KR20190115290A (ko) | 조성물, 유기 광전자 소자 및 표시 장치 | |
KR20240142475A (ko) | 화합물, 및 상기 화합물을 포함하는 유기 전계발광 디바이스 | |
JP2023049582A (ja) | 多環芳香族化合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
A302 | Request for accelerated examination | ||
E902 | Notification of reason for refusal | ||
E701 | Decision to grant or registration of patent right | ||
GRNT | Written decision to grant | ||
FPAY | Annual fee payment |
Payment date: 20160929 Year of fee payment: 4 |
|
FPAY | Annual fee payment |
Payment date: 20170928 Year of fee payment: 5 |
|
FPAY | Annual fee payment |
Payment date: 20181005 Year of fee payment: 6 |
|
FPAY | Annual fee payment |
Payment date: 20190917 Year of fee payment: 7 |